# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address A.L.Brazeau ;1151 Richmond St. Department of Chemistry The University of Western Ontario London, ON N6A 5B7 ; A.S.Nikouline ;1151 Richmond St. Department of Chemistry The University of Western Ontario London, ON N6A 5B7 ; P.J.Ragogna ;1151 Richmond St. Department of Chemistry The University of Western Ontario London, ON N6A 5B7 ; _publ_contact_author_address ;1151 Richmond St. Department of Chemistry The University of Western Ontario London, ON N6A 5B7 ; _publ_contact_author_email pragogna@uwo.ca _publ_contact_author_fax 1-519-661-3022 _publ_contact_author_phone 1-519-661-2111x87048 _publ_contact_author_name 'Paul J. Ragogna' data_2Cl2 _database_code_depnum_ccdc_archive 'CCDC 813697' #TrackingRef '- Ragogna_Guanny_compileddif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C28 H34 As Cl2 N3), C Cl2' _chemical_formula_sum 'C57 H68 As2 Cl6 N6' _chemical_formula_weight 1199.71 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 '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 _symmetry_space_group_name_Hall -P2ybc 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 8.5877(17) _cell_length_b 24.885(5) _cell_length_c 13.608(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.80(3) _cell_angle_gamma 90.00 _cell_volume 2873.9(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6617 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.386 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 1.484 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7080 _exptl_absorpt_correction_T_max 0.8081 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12793 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0540 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6565 _reflns_number_gt 4631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'SHELXTL/PC (Sheldrick, 2001)' _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^)+(0.1190P)^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 SHELXL _refine_ls_extinction_coef 0.0259(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6565 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0935 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1857 _refine_ls_wR_factor_gt 0.1508 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 As1 As 0.27512(4) 0.372776(16) 0.28482(3) 0.02829(17) Uani 1 1 d . . . N1 N 0.2882(3) 0.36482(12) 0.4245(2) 0.0261(7) Uani 1 1 d . . . N2 N 0.3297(4) 0.29156(12) 0.3445(2) 0.0274(7) Uani 1 1 d . . . N3 N 0.3937(3) 0.29178(12) 0.5228(2) 0.0265(7) Uani 1 1 d . . . H3A H 0.4222 0.3132 0.5739 0.032 Uiso 1 1 calc R . . C1 C 0.3399(4) 0.31379(15) 0.4335(3) 0.0256(8) Uani 1 1 d . . . C11 C 0.4226(4) 0.24712(16) 0.3203(3) 0.0287(8) Uani 1 1 d . . . C6 C 0.3990(5) 0.46677(16) 0.6209(3) 0.0319(9) Uani 1 1 d . . . H6A H 0.4905 0.4852 0.6516 0.038 Uiso 1 1 calc R . . C5 C 0.2548(5) 0.47769(16) 0.6520(3) 0.0318(9) Uani 1 1 d . . . C8 C -0.0167(5) 0.38371(18) 0.4863(3) 0.0382(10) Uani 1 1 d . . . H8A H -0.1089 0.4010 0.5071 0.057 Uiso 1 1 calc R . . H8B H -0.0125 0.3459 0.5070 0.057 Uiso 1 1 calc R . . H8C H -0.0247 0.3858 0.4138 0.057 Uiso 1 1 calc R . . C16 C 0.3520(5) 0.19829(16) 0.2879(3) 0.0306(8) Uani 1 1 d . . . C10 C 0.5708(4) 0.41957(17) 0.5152(3) 0.0353(9) Uani 1 1 d . . . H10A H 0.6471 0.4460 0.5467 0.053 Uiso 1 1 calc R . . H10B H 0.5614 0.4227 0.4428 0.053 Uiso 1 1 calc R . . H10C H 0.6068 0.3833 0.5357 0.053 Uiso 1 1 calc R . . C2 C 0.2765(4) 0.40227(15) 0.5037(3) 0.0266(8) Uani 1 1 d . . . C7 C 0.4126(4) 0.42981(15) 0.5467(3) 0.0265(8) Uani 1 1 d . . . C19 C 0.1746(5) 0.19194(18) 0.2719(3) 0.0372(9) Uani 1 1 d . . . H19A H 0.1469 0.1553 0.2495 0.056 Uiso 1 1 calc R . . H19B H 0.1272 0.2176 0.2214 0.056 Uiso 1 1 calc R . . H19C H 0.1349 0.1988 0.3345 0.056 Uiso 1 1 calc R . . C14 C 0.6114(5) 0.15912(18) 0.2852(3) 0.0383(10) Uani 1 1 d . . . C20 C 0.4061(4) 0.23460(16) 0.5375(3) 0.0282(8) Uani 1 1 d . . . C13 C 0.6759(5) 0.20889(18) 0.3081(3) 0.0359(9) Uani 1 1 d . . . H13A H 0.7869 0.2128 0.3134 0.043 Uiso 1 1 calc R . . C3 C 0.1301(4) 0.41194(16) 0.5338(3) 0.0293(8) Uani 1 1 d . . . C4 C 0.1238(5) 0.44996(17) 0.6078(3) 0.0346(9) Uani 1 1 d . . . H4A H 0.0253 0.4571 0.6288 0.041 Uiso 1 1 calc R . . C17 C 0.6636(5) 0.30846(18) 0.3432(3) 0.0378(10) Uani 1 1 d . . . H17A H 0.7768 0.3052 0.3413 0.057 Uiso 1 1 calc R . . H17B H 0.6471 0.3215 0.4088 0.057 Uiso 1 1 calc R . . H17C H 0.6169 0.3339 0.2921 0.057 Uiso 1 1 calc R . . C9 C 0.2473(5) 0.5186(2) 0.7333(3) 0.0476(12) Uani 1 1 d . . . H9A H 0.3469 0.5385 0.7458 0.071 Uiso 1 1 calc R . . H9B H 0.2297 0.5001 0.7943 0.071 Uiso 1 1 calc R . . H9C H 0.1606 0.5437 0.7126 0.071 Uiso 1 1 calc R . . C12 C 0.5862(4) 0.25411(17) 0.3240(3) 0.0312(8) Uani 1 1 d . . . C15 C 0.4465(5) 0.15491(17) 0.2719(3) 0.0355(9) Uani 1 1 d . . . H15A H 0.3984 0.1215 0.2514 0.043 Uiso 1 1 calc R . . C18 C 0.7143(6) 0.1112(2) 0.2757(4) 0.0549(13) Uani 1 1 d . . . H18A H 0.8252 0.1222 0.2878 0.082 Uiso 1 1 calc R . . H18B H 0.6891 0.0962 0.2086 0.082 Uiso 1 1 calc R . . H18C H 0.6959 0.0839 0.3247 0.082 Uiso 1 1 calc R . . Cl2 Cl 0.03001(11) 0.34765(4) 0.23100(7) 0.0360(3) Uani 1 1 d . . . Cl1 Cl 0.20490(12) 0.46338(4) 0.29672(7) 0.0367(3) Uani 1 1 d . . . C23 C 0.4245(5) 0.12251(17) 0.5495(3) 0.0361(9) Uani 1 1 d . . . C25 C 0.5539(4) 0.21010(17) 0.5605(3) 0.0306(8) Uani 1 1 d . . . C21 C 0.2666(4) 0.20425(16) 0.5276(3) 0.0297(8) Uani 1 1 d . . . C22 C 0.2794(5) 0.14848(17) 0.5336(3) 0.0330(9) Uani 1 1 d . . . H22A H 0.1860 0.1275 0.5266 0.040 Uiso 1 1 calc R . . C28 C 0.7041(4) 0.24226(18) 0.5759(3) 0.0373(10) Uani 1 1 d . . . H28A H 0.6790 0.2805 0.5814 0.056 Uiso 1 1 calc R . . H28B H 0.7605 0.2369 0.5193 0.056 Uiso 1 1 calc R . . H28C H 0.7705 0.2304 0.6371 0.056 Uiso 1 1 calc R . . C24 C 0.5591(5) 0.15396(18) 0.5658(3) 0.0379(10) Uani 1 1 d . . . H24A H 0.6586 0.1368 0.5811 0.046 Uiso 1 1 calc R . . C26 C 0.1071(4) 0.23082(18) 0.5119(3) 0.0362(9) Uani 1 1 d . . . H26A H 0.0248 0.2032 0.5059 0.054 Uiso 1 1 calc R . . H26B H 0.0955 0.2524 0.4510 0.054 Uiso 1 1 calc R . . H26C H 0.0974 0.2541 0.5688 0.054 Uiso 1 1 calc R . . C27 C 0.4346(6) 0.06243(18) 0.5493(4) 0.0534(12) Uani 1 1 d . . . H27A H 0.5454 0.0514 0.5622 0.080 Uiso 1 1 calc R . . H27B H 0.3858 0.0487 0.4843 0.080 Uiso 1 1 calc R . . H27C H 0.3791 0.0479 0.6012 0.080 Uiso 1 1 calc R . . Cl3 Cl -0.0846(2) 0.04776(7) 0.52406(13) 0.0787(5) Uani 1 1 d . . . C29 C 0.0078(13) -0.0125(5) 0.5638(7) 0.062(3) Uani 0.50 1 d P . . 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 As1 0.0262(3) 0.0326(3) 0.0261(2) -0.00030(15) 0.00423(16) -0.00249(15) N1 0.0259(16) 0.0257(17) 0.0266(16) -0.0018(12) 0.0040(13) -0.0003(12) N2 0.0314(16) 0.0262(17) 0.0251(15) -0.0008(13) 0.0057(12) 0.0006(13) N3 0.0280(16) 0.0268(17) 0.0242(15) -0.0029(12) 0.0024(12) 0.0014(12) C1 0.0203(17) 0.029(2) 0.0283(18) -0.0034(15) 0.0067(14) -0.0010(14) C11 0.0306(19) 0.034(2) 0.0228(17) -0.0042(15) 0.0077(15) 0.0041(16) C6 0.033(2) 0.032(2) 0.029(2) -0.0035(16) -0.0030(16) -0.0009(16) C5 0.034(2) 0.033(2) 0.0269(19) -0.0017(16) 0.0016(16) 0.0051(17) C8 0.028(2) 0.045(3) 0.041(2) -0.0077(19) 0.0056(18) -0.0007(18) C16 0.038(2) 0.031(2) 0.0225(18) -0.0013(15) 0.0048(15) -0.0024(17) C10 0.0276(19) 0.035(2) 0.044(2) -0.0006(18) 0.0065(17) -0.0008(16) C2 0.0288(18) 0.0255(19) 0.0257(18) -0.0009(15) 0.0049(15) 0.0013(15) C7 0.0242(17) 0.0276(19) 0.0283(18) 0.0022(15) 0.0056(14) 0.0021(15) C19 0.037(2) 0.039(2) 0.036(2) -0.0054(18) 0.0038(17) -0.0026(18) C14 0.044(2) 0.042(3) 0.028(2) -0.0035(18) 0.0037(18) 0.0123(19) C20 0.0320(19) 0.028(2) 0.0246(18) 0.0013(15) 0.0053(15) 0.0039(16) C13 0.034(2) 0.046(3) 0.028(2) -0.0069(18) 0.0073(16) 0.0062(18) C3 0.0260(18) 0.034(2) 0.0282(19) -0.0016(16) 0.0035(15) 0.0002(16) C4 0.029(2) 0.039(2) 0.035(2) -0.0034(18) 0.0048(16) 0.0081(17) C17 0.032(2) 0.040(2) 0.042(2) -0.0071(19) 0.0081(18) 0.0013(17) C9 0.047(3) 0.051(3) 0.045(3) -0.016(2) 0.006(2) 0.009(2) C12 0.0292(19) 0.038(2) 0.0265(19) -0.0025(16) 0.0059(15) 0.0006(17) C15 0.044(2) 0.032(2) 0.029(2) -0.0044(16) 0.0004(17) 0.0037(18) C18 0.055(3) 0.051(3) 0.055(3) -0.016(2) -0.003(2) 0.021(2) Cl2 0.0286(5) 0.0434(6) 0.0342(5) -0.0039(4) -0.0006(4) -0.0058(4) Cl1 0.0384(5) 0.0302(5) 0.0395(5) 0.0028(4) -0.0005(4) 0.0013(4) C23 0.043(2) 0.034(2) 0.032(2) 0.0024(17) 0.0077(18) 0.0063(18) C25 0.0298(19) 0.039(2) 0.0238(18) -0.0020(16) 0.0055(15) 0.0037(16) C21 0.033(2) 0.034(2) 0.0239(18) 0.0033(15) 0.0071(15) 0.0032(16) C22 0.038(2) 0.030(2) 0.032(2) 0.0020(17) 0.0114(17) -0.0004(17) C28 0.027(2) 0.048(3) 0.036(2) -0.0025(19) 0.0038(16) 0.0021(18) C24 0.040(2) 0.045(3) 0.029(2) 0.0017(18) 0.0052(17) 0.0145(19) C26 0.0269(19) 0.041(2) 0.043(2) 0.0012(19) 0.0094(17) 0.0032(17) C27 0.067(3) 0.032(2) 0.059(3) 0.001(2) 0.004(3) 0.006(2) Cl3 0.0852(10) 0.0752(11) 0.0796(10) -0.0052(8) 0.0256(9) -0.0055(8) C29 0.074(7) 0.073(8) 0.036(5) -0.011(5) 0.002(5) 0.003(6) _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 As1 N1 1.897(3) . ? As1 N2 2.202(3) . ? As1 Cl2 2.2105(11) . ? As1 Cl1 2.3460(12) . ? N1 C1 1.345(5) . ? N1 C2 1.440(5) . ? N2 C1 1.322(5) . ? N2 C11 1.431(5) . ? N3 C1 1.348(5) . ? N3 C20 1.439(5) . ? N3 H3A 0.8800 . ? C11 C16 1.398(5) . ? C11 C12 1.409(5) . ? C6 C7 1.384(5) . ? C6 C5 1.395(5) . ? C6 H6A 0.9500 . ? C5 C4 1.377(6) . ? C5 C9 1.512(6) . ? C8 C3 1.501(5) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C16 C15 1.388(6) . ? C16 C19 1.514(6) . ? C10 C7 1.508(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C2 C3 1.401(5) . ? C2 C7 1.404(5) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C14 C15 1.404(6) . ? C14 C18 1.502(6) . ? C14 C13 1.373(6) . ? C20 C25 1.399(5) . ? C20 C21 1.405(5) . ? C13 C12 1.399(6) . ? C13 H13A 0.9500 . ? C3 C4 1.389(5) . ? C4 H4A 0.9500 . ? C17 C12 1.512(6) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C15 H15A 0.9500 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C23 C24 1.385(6) . ? C23 C22 1.390(6) . ? C23 C27 1.498(6) . ? C25 C24 1.399(6) . ? C25 C28 1.505(5) . ? C21 C22 1.394(6) . ? C21 C26 1.506(5) . ? C22 H22A 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C24 H24A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? Cl3 C29 1.697(11) 3_556 ? Cl3 C29 1.743(12) . ? C29 Cl3 1.697(11) 3_556 ? C29 C29 1.83(2) 3_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 As1 N2 63.77(12) . . ? N1 As1 Cl2 102.12(10) . . ? N2 As1 Cl2 90.04(9) . . ? N1 As1 Cl1 90.43(10) . . ? N2 As1 Cl1 154.06(8) . . ? Cl2 As1 Cl1 93.04(4) . . ? C1 N1 C2 127.1(3) . . ? C1 N1 As1 99.1(2) . . ? C2 N1 As1 133.0(2) . . ? C1 N2 C11 125.0(3) . . ? C1 N2 As1 86.2(2) . . ? C11 N2 As1 136.0(2) . . ? C1 N3 C20 122.4(3) . . ? C1 N3 H3A 118.8 . . ? C20 N3 H3A 118.8 . . ? N2 C1 N1 109.7(3) . . ? N2 C1 N3 128.4(3) . . ? N1 C1 N3 121.9(3) . . ? C16 C11 C12 120.0(4) . . ? C16 C11 N2 120.9(3) . . ? C12 C11 N2 119.0(3) . . ? C7 C6 C5 121.9(4) . . ? C7 C6 H6A 119.1 . . ? C5 C6 H6A 119.1 . . ? C4 C5 C6 118.3(4) . . ? C4 C5 C9 122.2(4) . . ? C6 C5 C9 119.5(4) . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C15 C16 C11 119.3(4) . . ? C15 C16 C19 119.7(4) . . ? C11 C16 C19 120.9(4) . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C3 C2 C7 121.4(3) . . ? C3 C2 N1 119.9(3) . . ? C7 C2 N1 118.6(3) . . ? C6 C7 C2 118.1(3) . . ? C6 C7 C10 120.0(3) . . ? C2 C7 C10 121.9(3) . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C14 C18 121.7(4) . . ? C15 C14 C13 117.4(4) . . ? C18 C14 C13 120.9(4) . . ? C25 C20 C21 121.2(4) . . ? C25 C20 N3 120.5(3) . . ? C21 C20 N3 118.3(3) . . ? C12 C13 C14 123.2(4) . . ? C12 C13 H13A 118.4 . . ? C14 C13 H13A 118.4 . . ? C2 C3 C4 117.7(3) . . ? C2 C3 C8 121.7(3) . . ? C4 C3 C8 120.5(3) . . ? C5 C4 C3 122.6(4) . . ? C5 C4 H4A 118.7 . . ? C3 C4 H4A 118.7 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C12 C13 117.7(4) . . ? C11 C12 C17 121.7(4) . . ? C13 C12 C17 120.6(3) . . ? C16 C15 C14 121.6(4) . . ? C16 C15 H15A 119.2 . . ? C14 C15 H15A 119.2 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C24 C23 C22 117.9(4) . . ? C24 C23 C27 121.1(4) . . ? C22 C23 C27 121.0(4) . . ? C24 C25 C20 117.8(4) . . ? C24 C25 C28 120.3(4) . . ? C20 C25 C28 121.9(4) . . ? C22 C21 C20 118.1(4) . . ? C22 C21 C26 120.5(4) . . ? C20 C21 C26 121.4(4) . . ? C21 C22 C23 122.2(4) . . ? C21 C22 H22A 118.9 . . ? C23 C22 H22A 118.9 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C23 C24 C25 122.5(4) . . ? C23 C24 H24A 118.8 . . ? C25 C24 H24A 118.8 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 Cl3 C29 64.3(6) 3_556 . ? Cl3 C29 Cl3 115.7(6) 3_556 . ? Cl3 C29 C29 59.1(6) 3_556 3_556 ? Cl3 C29 C29 56.6(6) . 3_556 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 As1 N1 C1 6.9(2) . . . . ? Cl2 As1 N1 C1 90.8(2) . . . . ? Cl1 As1 N1 C1 -176.0(2) . . . . ? N2 As1 N1 C2 176.7(4) . . . . ? Cl2 As1 N1 C2 -99.3(3) . . . . ? Cl1 As1 N1 C2 -6.1(3) . . . . ? N1 As1 N2 C1 -6.9(2) . . . . ? Cl2 As1 N2 C1 -110.4(2) . . . . ? Cl1 As1 N2 C1 -13.4(3) . . . . ? N1 As1 N2 C11 -146.2(4) . . . . ? Cl2 As1 N2 C11 110.2(3) . . . . ? Cl1 As1 N2 C11 -152.7(3) . . . . ? C11 N2 C1 N1 155.8(3) . . . . ? As1 N2 C1 N1 9.3(3) . . . . ? C11 N2 C1 N3 -23.6(6) . . . . ? As1 N2 C1 N3 -170.1(4) . . . . ? C2 N1 C1 N2 178.3(3) . . . . ? As1 N1 C1 N2 -10.9(3) . . . . ? C2 N1 C1 N3 -2.2(6) . . . . ? As1 N1 C1 N3 168.5(3) . . . . ? C20 N3 C1 N2 -19.1(6) . . . . ? C20 N3 C1 N1 161.6(3) . . . . ? C1 N2 C11 C16 117.3(4) . . . . ? As1 N2 C11 C16 -115.2(4) . . . . ? C1 N2 C11 C12 -66.3(5) . . . . ? As1 N2 C11 C12 61.2(5) . . . . ? C7 C6 C5 C4 1.0(6) . . . . ? C7 C6 C5 C9 -179.9(4) . . . . ? C12 C11 C16 C15 8.2(5) . . . . ? N2 C11 C16 C15 -175.5(3) . . . . ? C12 C11 C16 C19 -172.8(4) . . . . ? N2 C11 C16 C19 3.5(5) . . . . ? C1 N1 C2 C3 -101.1(4) . . . . ? As1 N1 C2 C3 91.5(4) . . . . ? C1 N1 C2 C7 81.1(5) . . . . ? As1 N1 C2 C7 -86.3(4) . . . . ? C5 C6 C7 C2 -1.1(6) . . . . ? C5 C6 C7 C10 179.7(4) . . . . ? C3 C2 C7 C6 0.5(6) . . . . ? N1 C2 C7 C6 178.3(3) . . . . ? C3 C2 C7 C10 179.7(4) . . . . ? N1 C2 C7 C10 -2.5(5) . . . . ? C1 N3 C20 C25 112.6(4) . . . . ? C1 N3 C20 C21 -66.9(5) . . . . ? C15 C14 C13 C12 3.7(6) . . . . ? C18 C14 C13 C12 -175.8(4) . . . . ? C7 C2 C3 C4 0.2(6) . . . . ? N1 C2 C3 C4 -177.5(3) . . . . ? C7 C2 C3 C8 178.4(4) . . . . ? N1 C2 C3 C8 0.7(6) . . . . ? C6 C5 C4 C3 -0.2(6) . . . . ? C9 C5 C4 C3 -179.3(4) . . . . ? C2 C3 C4 C5 -0.4(6) . . . . ? C8 C3 C4 C5 -178.6(4) . . . . ? C16 C11 C12 C13 -8.8(5) . . . . ? N2 C11 C12 C13 174.8(3) . . . . ? C16 C11 C12 C17 170.5(4) . . . . ? N2 C11 C12 C17 -5.9(5) . . . . ? C14 C13 C12 C11 2.8(6) . . . . ? C14 C13 C12 C17 -176.5(4) . . . . ? C11 C16 C15 C14 -1.5(6) . . . . ? C19 C16 C15 C14 179.6(4) . . . . ? C18 C14 C15 C16 175.1(4) . . . . ? C13 C14 C15 C16 -4.4(6) . . . . ? C21 C20 C25 C24 4.8(5) . . . . ? N3 C20 C25 C24 -174.8(3) . . . . ? C21 C20 C25 C28 -177.2(3) . . . . ? N3 C20 C25 C28 3.3(5) . . . . ? C25 C20 C21 C22 -4.9(5) . . . . ? N3 C20 C21 C22 174.7(3) . . . . ? C25 C20 C21 C26 174.5(3) . . . . ? N3 C20 C21 C26 -6.0(5) . . . . ? C20 C21 C22 C23 0.4(6) . . . . ? C26 C21 C22 C23 -179.0(4) . . . . ? C24 C23 C22 C21 4.0(6) . . . . ? C27 C23 C22 C21 -176.2(4) . . . . ? C22 C23 C24 C25 -4.1(6) . . . . ? C27 C23 C24 C25 176.0(4) . . . . ? C20 C25 C24 C23 -0.2(6) . . . . ? C28 C25 C24 C23 -178.2(4) . . . . ? C29 Cl3 C29 Cl3 0.0 3_556 . . 3_556 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.949 _refine_diff_density_min -0.986 _refine_diff_density_rms 0.273 data_2Cl[OTf] _database_code_depnum_ccdc_archive 'CCDC 813698' #TrackingRef '- Ragogna_Guanny_compileddif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H34 As Cl N3, C F3 O3 S' _chemical_formula_sum 'C29 H34 As Cl F3 N3 O3 S' _chemical_formula_weight 672.02 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' As As 0.0499 2.0058 '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 triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4795(17) _cell_length_b 11.348(2) _cell_length_c 17.240(3) _cell_angle_alpha 88.43(3) _cell_angle_beta 79.28(3) _cell_angle_gamma 70.44(3) _cell_volume 1534.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6833 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description cube _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 1.316 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7607 _exptl_absorpt_correction_T_max 0.8688 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13014 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0723 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 27.62 _reflns_number_total 7074 _reflns_number_gt 4891 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.1168P)^2^+0.0365P] 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 7074 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1017 _refine_ls_R_factor_gt 0.0599 _refine_ls_wR_factor_ref 0.1966 _refine_ls_wR_factor_gt 0.1581 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 As1 As 0.74626(5) 0.05497(4) 0.27256(3) 0.02757(16) Uani 1 1 d . . . S1 S 1.12746(16) -0.13058(13) 0.16885(8) 0.0440(3) Uani 1 1 d . . . N1 N 0.6099(4) -0.0228(3) 0.2335(2) 0.0261(7) Uani 1 1 d . . . N2 N 0.4998(4) 0.1486(3) 0.3041(2) 0.0283(8) Uani 1 1 d . . . N3 N 0.3147(4) 0.0805(3) 0.2403(2) 0.0285(8) Uani 1 1 d . . . H3A H 0.3144 0.0363 0.1992 0.034 Uiso 1 1 calc R . . C4 C 0.6730(5) -0.3451(4) 0.1660(3) 0.0316(10) Uani 1 1 d . . . H4A H 0.6780 -0.4239 0.1876 0.038 Uiso 1 1 calc R . . C5 C 0.6958(5) -0.3358(4) 0.0845(3) 0.0331(10) Uani 1 1 d . . . C11 C 0.4068(5) 0.2791(4) 0.3225(3) 0.0270(9) Uani 1 1 d . . . C1 C 0.4631(5) 0.0710(4) 0.2583(2) 0.0252(9) Uani 1 1 d . . . C7 C 0.6589(5) -0.1159(4) 0.1016(3) 0.0313(10) Uani 1 1 d . . . C16 C 0.3200(5) 0.3160(4) 0.3992(3) 0.0294(9) Uani 1 1 d . . . C2 C 0.6380(5) -0.1297(4) 0.1837(2) 0.0245(9) Uani 1 1 d . . . C15 C 0.2234(5) 0.4413(4) 0.4148(3) 0.0351(10) Uani 1 1 d . . . H15A H 0.1592 0.4668 0.4665 0.042 Uiso 1 1 calc R . . C12 C 0.4115(6) 0.3667(4) 0.2637(3) 0.0319(10) Uani 1 1 d . . . C3 C 0.6431(5) -0.2443(4) 0.2174(3) 0.0285(9) Uani 1 1 d . . . C14 C 0.2166(6) 0.5303(4) 0.3584(3) 0.0375(11) Uani 1 1 d . . . C9 C 0.7278(7) -0.4475(5) 0.0311(3) 0.0463(12) Uani 1 1 d . . . H9A H 0.7314 -0.5208 0.0631 0.069 Uiso 1 1 calc R . . H9B H 0.8370 -0.4639 -0.0053 0.069 Uiso 1 1 calc R . . H9C H 0.6360 -0.4305 0.0009 0.069 Uiso 1 1 calc R . . C6 C 0.6876(6) -0.2214(4) 0.0538(3) 0.0367(10) Uani 1 1 d . . . H6A H 0.7020 -0.2136 -0.0018 0.044 Uiso 1 1 calc R . . C19 C 0.3309(6) 0.2262(5) 0.4662(3) 0.0393(11) Uani 1 1 d . . . H19A H 0.4043 0.1420 0.4461 0.059 Uiso 1 1 calc R . . H19B H 0.2167 0.2250 0.4890 0.059 Uiso 1 1 calc R . . H19C H 0.3789 0.2536 0.5070 0.059 Uiso 1 1 calc R . . C8 C 0.6171(7) -0.2595(5) 0.3043(3) 0.0444(12) Uani 1 1 d . . . H8A H 0.6265 -0.3464 0.3157 0.067 Uiso 1 1 calc R . . H8B H 0.5037 -0.2037 0.3289 0.067 Uiso 1 1 calc R . . H8C H 0.7039 -0.2383 0.3257 0.067 Uiso 1 1 calc R . . C13 C 0.3154(6) 0.4924(4) 0.2833(3) 0.0403(11) Uani 1 1 d . . . H13A H 0.3175 0.5533 0.2445 0.048 Uiso 1 1 calc R . . C10 C 0.6583(7) 0.0058(5) 0.0661(3) 0.0431(12) Uani 1 1 d . . . H10A H 0.6772 -0.0033 0.0084 0.065 Uiso 1 1 calc R . . H10B H 0.7492 0.0300 0.0813 0.065 Uiso 1 1 calc R . . H10C H 0.5480 0.0704 0.0852 0.065 Uiso 1 1 calc R . . C17 C 0.5223(6) 0.3293(4) 0.1836(3) 0.0420(11) Uani 1 1 d . . . H17A H 0.5098 0.4034 0.1516 0.063 Uiso 1 1 calc R . . H17B H 0.4878 0.2686 0.1576 0.063 Uiso 1 1 calc R . . H17C H 0.6415 0.2913 0.1893 0.063 Uiso 1 1 calc R . . C18 C 0.1116(8) 0.6652(5) 0.3769(4) 0.0628(16) Uani 1 1 d . . . H18A H 0.0461 0.6744 0.4309 0.094 Uiso 1 1 calc R . . H18B H 0.0334 0.6938 0.3397 0.094 Uiso 1 1 calc R . . H18C H 0.1868 0.7154 0.3723 0.094 Uiso 1 1 calc R . . O1 O 0.9623(4) -0.1270(3) 0.21199(19) 0.0384(8) Uani 1 1 d . . . F1 F 1.3194(4) -0.2589(4) 0.0420(2) 0.0719(11) Uani 1 1 d . . . C21 C 0.0937(5) 0.1220(4) 0.3587(3) 0.0297(9) Uani 1 1 d . . . C20 C 0.1526(5) 0.1594(4) 0.2844(2) 0.0274(9) Uani 1 1 d . . . F2 F 1.0591(4) -0.1954(4) 0.0391(2) 0.0874(14) Uani 1 1 d . . . F3 F 1.1527(6) -0.3443(3) 0.1107(2) 0.1017(16) Uani 1 1 d . . . C25 C 0.0564(5) 0.2665(4) 0.2505(3) 0.0339(10) Uani 1 1 d . . . C24 C -0.0971(6) 0.3404(4) 0.2963(3) 0.0384(11) Uani 1 1 d . . . H24A H -0.1637 0.4142 0.2748 0.046 Uiso 1 1 calc R . . C26 C 0.1914(6) 0.0005(4) 0.3905(3) 0.0398(11) Uani 1 1 d . . . H26A H 0.1293 -0.0109 0.4425 0.060 Uiso 1 1 calc R . . H26B H 0.3040 0.0018 0.3956 0.060 Uiso 1 1 calc R . . H26C H 0.2046 -0.0686 0.3543 0.060 Uiso 1 1 calc R . . C28 C 0.1100(7) 0.2998(5) 0.1670(3) 0.0503(13) Uani 1 1 d . . . H28A H 0.0293 0.3803 0.1559 0.075 Uiso 1 1 calc R . . H28B H 0.1113 0.2348 0.1304 0.075 Uiso 1 1 calc R . . H28C H 0.2243 0.3059 0.1604 0.075 Uiso 1 1 calc R . . C29 C 1.1662(6) -0.2382(5) 0.0854(3) 0.0462(13) Uani 1 1 d . . . O2 O 1.1371(8) -0.0188(5) 0.1361(3) 0.109(2) Uani 1 1 d . . . O3 O 1.2610(5) -0.1889(6) 0.2113(3) 0.103(2) Uani 1 1 d . . . C23 C -0.1562(6) 0.3106(4) 0.3720(3) 0.0361(11) Uani 1 1 d . . . C22 C -0.0591(6) 0.2011(4) 0.4020(3) 0.0350(10) Uani 1 1 d . . . H22A H -0.0984 0.1794 0.4538 0.042 Uiso 1 1 calc R . . C27 C -0.3212(6) 0.3959(5) 0.4220(3) 0.0474(13) Uani 1 1 d . . . H27A H -0.3723 0.4685 0.3917 0.071 Uiso 1 1 calc R . . H27B H -0.2964 0.4244 0.4701 0.071 Uiso 1 1 calc R . . H27C H -0.4008 0.3496 0.4364 0.071 Uiso 1 1 calc R . . Cl1 Cl 0.77055(14) -0.03604(11) 0.38545(7) 0.0370(3) 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 As1 0.0269(3) 0.0246(2) 0.0312(3) -0.00138(18) -0.00552(18) -0.00838(18) S1 0.0382(7) 0.0489(8) 0.0473(8) -0.0189(6) 0.0068(6) -0.0238(6) N1 0.0217(17) 0.0248(18) 0.0281(19) -0.0032(15) -0.0019(14) -0.0043(14) N2 0.0283(18) 0.0231(18) 0.033(2) -0.0025(15) -0.0060(15) -0.0076(15) N3 0.0261(18) 0.033(2) 0.0262(19) -0.0048(16) -0.0034(14) -0.0103(16) C4 0.033(2) 0.025(2) 0.036(3) -0.0017(19) -0.0082(19) -0.0079(19) C5 0.030(2) 0.029(2) 0.039(3) -0.006(2) -0.0060(19) -0.0088(19) C11 0.024(2) 0.021(2) 0.034(2) -0.0067(17) -0.0032(17) -0.0052(17) C1 0.027(2) 0.026(2) 0.024(2) 0.0034(17) -0.0033(16) -0.0109(18) C7 0.030(2) 0.028(2) 0.034(3) -0.0023(19) -0.0018(18) -0.0092(19) C16 0.031(2) 0.027(2) 0.032(2) -0.0040(18) -0.0055(18) -0.0112(19) C2 0.023(2) 0.024(2) 0.027(2) -0.0047(17) -0.0039(16) -0.0084(17) C15 0.032(2) 0.033(2) 0.037(3) -0.007(2) -0.0014(19) -0.009(2) C12 0.038(2) 0.027(2) 0.031(2) 0.0015(19) -0.0060(19) -0.012(2) C3 0.028(2) 0.025(2) 0.030(2) -0.0009(18) -0.0062(18) -0.0057(18) C14 0.036(2) 0.027(2) 0.046(3) -0.004(2) -0.008(2) -0.006(2) C9 0.059(3) 0.034(3) 0.042(3) -0.012(2) -0.003(2) -0.014(2) C6 0.041(3) 0.042(3) 0.027(2) -0.005(2) -0.0046(19) -0.013(2) C19 0.047(3) 0.037(3) 0.034(3) 0.000(2) -0.004(2) -0.017(2) C8 0.063(3) 0.030(3) 0.038(3) 0.003(2) -0.011(2) -0.012(2) C13 0.048(3) 0.026(2) 0.045(3) 0.007(2) -0.009(2) -0.009(2) C10 0.058(3) 0.037(3) 0.031(3) 0.002(2) -0.002(2) -0.017(2) C17 0.054(3) 0.033(3) 0.038(3) 0.008(2) -0.004(2) -0.015(2) C18 0.069(4) 0.034(3) 0.070(4) -0.008(3) -0.005(3) -0.001(3) O1 0.0262(16) 0.0392(18) 0.047(2) -0.0123(15) 0.0005(14) -0.0096(14) F1 0.0490(19) 0.090(3) 0.068(2) -0.041(2) 0.0164(16) -0.0228(19) C21 0.030(2) 0.034(2) 0.028(2) -0.0004(19) -0.0060(18) -0.0150(19) C20 0.022(2) 0.032(2) 0.028(2) -0.0029(18) -0.0030(17) -0.0094(18) F2 0.054(2) 0.143(4) 0.055(2) -0.032(2) -0.0178(18) -0.013(2) F3 0.173(5) 0.049(2) 0.077(3) -0.027(2) 0.024(3) -0.053(3) C25 0.028(2) 0.036(2) 0.035(3) -0.001(2) -0.0060(19) -0.007(2) C24 0.032(2) 0.034(3) 0.043(3) 0.000(2) -0.009(2) -0.002(2) C26 0.046(3) 0.032(3) 0.037(3) 0.003(2) -0.005(2) -0.011(2) C28 0.046(3) 0.056(3) 0.041(3) 0.014(3) -0.008(2) -0.008(3) C29 0.036(3) 0.044(3) 0.056(3) -0.017(3) 0.004(2) -0.015(2) O2 0.176(5) 0.066(3) 0.083(4) -0.029(3) 0.057(3) -0.080(4) O3 0.035(2) 0.183(6) 0.080(3) -0.059(4) -0.014(2) -0.016(3) C23 0.029(2) 0.036(3) 0.041(3) -0.009(2) -0.003(2) -0.010(2) C22 0.036(2) 0.039(3) 0.031(2) -0.008(2) 0.0028(19) -0.018(2) C27 0.038(3) 0.048(3) 0.046(3) -0.020(3) 0.000(2) -0.004(2) Cl1 0.0428(6) 0.0351(6) 0.0329(6) 0.0032(5) -0.0124(5) -0.0101(5) _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 As1 N1 1.891(3) . ? As1 N2 1.979(3) . ? As1 Cl1 2.1894(13) . ? As1 O1 2.363(3) . ? As1 C1 2.405(4) . ? S1 O2 1.396(5) . ? S1 O3 1.427(5) . ? S1 O1 1.446(3) . ? S1 C29 1.822(5) . ? N1 C1 1.343(5) . ? N1 C2 1.433(5) . ? N2 C1 1.345(5) . ? N2 C11 1.437(5) . ? N3 C1 1.320(5) . ? N3 C20 1.447(5) . ? N3 H3A 0.8800 . ? C4 C5 1.387(6) . ? C4 C3 1.392(6) . ? C4 H4A 0.9500 . ? C5 C6 1.374(6) . ? C5 C9 1.506(6) . ? C11 C16 1.388(6) . ? C11 C12 1.405(6) . ? C7 C6 1.398(6) . ? C7 C2 1.404(6) . ? C7 C10 1.494(6) . ? C16 C15 1.387(6) . ? C16 C19 1.514(6) . ? C2 C3 1.400(6) . ? C15 C14 1.378(6) . ? C15 H15A 0.9500 . ? C12 C13 1.400(6) . ? C12 C17 1.501(6) . ? C3 C8 1.488(6) . ? C14 C13 1.396(7) . ? C14 C18 1.499(7) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C6 H6A 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C13 H13A 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? F1 C29 1.322(5) . ? C21 C22 1.393(6) . ? C21 C20 1.395(6) . ? C21 C26 1.500(6) . ? C20 C25 1.399(6) . ? F2 C29 1.285(6) . ? F3 C29 1.302(6) . ? C25 C24 1.395(6) . ? C25 C28 1.503(7) . ? C24 C23 1.383(7) . ? C24 H24A 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C23 C22 1.388(7) . ? C23 C27 1.526(6) . ? C22 H22A 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 As1 N2 67.51(14) . . ? N1 As1 Cl1 100.73(11) . . ? N2 As1 Cl1 94.90(11) . . ? N1 As1 O1 80.68(12) . . ? N2 As1 O1 147.98(12) . . ? Cl1 As1 O1 87.29(10) . . ? N1 As1 C1 33.83(14) . . ? N2 As1 C1 34.00(13) . . ? Cl1 As1 C1 102.94(10) . . ? O1 As1 C1 114.47(12) . . ? O2 S1 O3 112.7(4) . . ? O2 S1 O1 116.3(3) . . ? O3 S1 O1 112.5(3) . . ? O2 S1 C29 105.8(3) . . ? O3 S1 C29 104.8(3) . . ? O1 S1 C29 103.3(2) . . ? C1 N1 C2 128.0(3) . . ? C1 N1 As1 94.6(2) . . ? C2 N1 As1 136.7(3) . . ? C1 N2 C11 127.4(3) . . ? C1 N2 As1 90.6(3) . . ? C11 N2 As1 132.1(3) . . ? C1 N3 C20 123.7(3) . . ? C1 N3 H3A 118.2 . . ? C20 N3 H3A 118.2 . . ? C5 C4 C3 123.0(4) . . ? C5 C4 H4A 118.5 . . ? C3 C4 H4A 118.5 . . ? C6 C5 C4 118.0(4) . . ? C6 C5 C9 120.8(4) . . ? C4 C5 C9 121.1(4) . . ? C16 C11 C12 121.5(4) . . ? C16 C11 N2 119.0(4) . . ? C12 C11 N2 119.5(4) . . ? N3 C1 N1 125.1(4) . . ? N3 C1 N2 128.6(4) . . ? N1 C1 N2 106.3(3) . . ? N3 C1 As1 172.4(3) . . ? N1 C1 As1 51.61(19) . . ? N2 C1 As1 55.3(2) . . ? C6 C7 C2 117.7(4) . . ? C6 C7 C10 120.9(4) . . ? C2 C7 C10 121.3(4) . . ? C15 C16 C11 118.0(4) . . ? C15 C16 C19 119.2(4) . . ? C11 C16 C19 122.7(4) . . ? C3 C2 C7 121.7(4) . . ? C3 C2 N1 119.9(4) . . ? C7 C2 N1 118.5(4) . . ? C14 C15 C16 122.7(4) . . ? C14 C15 H15A 118.7 . . ? C16 C15 H15A 118.7 . . ? C13 C12 C11 117.8(4) . . ? C13 C12 C17 120.4(4) . . ? C11 C12 C17 121.7(4) . . ? C4 C3 C2 117.2(4) . . ? C4 C3 C8 120.6(4) . . ? C2 C3 C8 122.2(4) . . ? C15 C14 C13 118.1(4) . . ? C15 C14 C18 121.6(5) . . ? C13 C14 C18 120.3(5) . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C6 C7 122.3(4) . . ? C5 C6 H6A 118.8 . . ? C7 C6 H6A 118.8 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C13 C12 121.5(4) . . ? C14 C13 H13A 119.2 . . ? C12 C13 H13A 119.2 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? S1 O1 As1 124.79(18) . . ? C22 C21 C20 117.6(4) . . ? C22 C21 C26 121.3(4) . . ? C20 C21 C26 121.1(4) . . ? C21 C20 C25 122.0(4) . . ? C21 C20 N3 118.0(4) . . ? C25 C20 N3 119.9(4) . . ? C24 C25 C20 117.3(4) . . ? C24 C25 C28 120.3(4) . . ? C20 C25 C28 122.3(4) . . ? C23 C24 C25 122.6(4) . . ? C23 C24 H24A 118.7 . . ? C25 C24 H24A 118.7 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? F2 C29 F3 107.6(5) . . ? F2 C29 F1 106.6(5) . . ? F3 C29 F1 109.1(5) . . ? F2 C29 S1 112.1(4) . . ? F3 C29 S1 109.9(4) . . ? F1 C29 S1 111.3(3) . . ? C24 C23 C22 118.0(4) . . ? C24 C23 C27 121.5(5) . . ? C22 C23 C27 120.6(4) . . ? C23 C22 C21 122.3(4) . . ? C23 C22 H22A 118.8 . . ? C21 C22 H22A 118.8 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.62 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.769 _refine_diff_density_min -1.217 _refine_diff_density_rms 0.230 data_2[OTf]2 _database_code_depnum_ccdc_archive 'CCDC 813699' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H42 As N5, 2(C F3 O3 S), C H2 Cl2' _chemical_formula_sum 'C41 H44 As Cl2 F6 N5 O6 S2' _chemical_formula_weight 1026.75 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' As As 0.0499 2.0058 '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 C2/c _symmetry_space_group_name_Hall -C2yc 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 46.542(6) _cell_length_b 11.8257(13) _cell_length_c 17.160(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.257(5) _cell_angle_gamma 90.00 _cell_volume 8916.1(18) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3540 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.15 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4208 _exptl_absorpt_coefficient_mu 1.053 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8412 _exptl_absorpt_correction_T_max 0.9492 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 77657 _diffrn_reflns_av_R_equivalents 0.1722 _diffrn_reflns_av_sigmaI/netI 0.1276 _diffrn_reflns_limit_h_min -59 _diffrn_reflns_limit_h_max 59 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 0.93 _diffrn_reflns_theta_max 27.13 _reflns_number_total 9860 _reflns_number_gt 5340 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0838P)^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 9860 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1432 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.1763 _refine_ls_wR_factor_gt 0.1351 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _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 As1 As -0.163927(12) 0.75958(4) 0.43429(3) 0.02136(15) Uani 1 1 d . . . S2 S -0.08453(3) 0.78297(11) 0.10836(9) 0.0268(3) Uani 1 1 d . . . S1 S -0.23208(3) 1.40724(12) 0.77150(9) 0.0299(3) Uani 1 1 d . . . F3 F -0.25056(8) 1.2638(3) 0.6486(2) 0.0503(9) Uani 1 1 d . . . F6 F -0.03266(8) 0.6901(3) 0.1124(3) 0.0595(11) Uani 1 1 d . . . F2 F -0.21226(7) 1.2055(3) 0.7486(2) 0.0446(9) Uani 1 1 d . . . F5 F -0.03623(8) 0.7257(3) 0.2316(2) 0.0594(11) Uani 1 1 d . . . F1 F -0.25708(8) 1.2059(3) 0.7605(2) 0.0482(9) Uani 1 1 d . . . F4 F -0.02852(7) 0.8603(3) 0.1569(2) 0.0476(9) Uani 1 1 d . . . O3 O -0.26266(8) 1.4496(3) 0.7519(3) 0.0415(11) Uani 1 1 d . . . O2 O -0.21596(8) 1.3906(3) 0.8585(2) 0.0348(9) Uani 1 1 d . . . O1 O -0.21399(9) 1.4570(3) 0.7266(3) 0.0443(11) Uani 1 1 d . . . O6 O -0.08764(8) 0.8356(3) 0.0298(2) 0.0284(8) Uani 1 1 d . . . O5 O -0.09174(8) 0.8549(3) 0.1666(2) 0.0399(10) Uani 1 1 d . . . O4 O -0.09621(9) 0.6699(3) 0.1021(2) 0.0394(10) Uani 1 1 d . . . N5 N -0.16349(9) 0.6659(3) 0.5306(3) 0.0225(10) Uani 1 1 d . . . N2 N -0.11661(9) 0.7467(3) 0.4715(2) 0.0202(9) Uani 1 1 d . . . N4 N -0.20119(9) 0.8255(3) 0.4673(2) 0.0196(9) Uani 1 1 d . . . N3 N -0.09209(9) 0.9301(3) 0.5000(3) 0.0212(9) Uani 1 1 d . . . H3B H -0.0964 1.0027 0.4987 0.025 Uiso 1 1 calc R . . N1 N -0.14343(9) 0.8901(3) 0.4851(2) 0.0192(9) Uani 1 1 d . . . C32 C -0.22263(11) 0.8356(4) 0.5753(3) 0.0275(12) Uani 1 1 d . . . H32A H -0.2239 0.8076 0.6259 0.033 Uiso 1 1 calc R . . C29 C -0.21914(11) 0.9106(4) 0.4273(3) 0.0253(12) Uani 1 1 d . . . H29A H -0.2182 0.9349 0.3754 0.030 Uiso 1 1 calc R . . C38 C -0.14480(12) 0.5752(4) 0.5516(3) 0.0269(12) Uani 1 1 d . . . H38A H -0.1315 0.5588 0.5213 0.032 Uiso 1 1 calc R . . C11 C -0.09654(11) 0.6825(4) 0.4397(3) 0.0209(11) Uani 1 1 d . . . C40 C -0.04360(13) 0.7635(5) 0.1540(4) 0.0352(14) Uani 1 1 d . . . C18 C -0.03522(14) 0.4992(5) 0.3443(4) 0.0480(17) Uani 1 1 d . . . H18A H -0.0415 0.5103 0.2845 0.072 Uiso 1 1 calc R . . H18B H -0.0353 0.4183 0.3565 0.072 Uiso 1 1 calc R . . H18C H -0.0147 0.5295 0.3702 0.072 Uiso 1 1 calc R . . C14 C -0.05703(13) 0.5601(4) 0.3779(4) 0.0313(13) Uani 1 1 d . . . C27 C 0.03187(12) 0.7944(5) 0.5680(4) 0.0377(15) Uani 1 1 d . . . H27A H 0.0373 0.7967 0.5175 0.057 Uiso 1 1 calc R . . H27B H 0.0341 0.7169 0.5895 0.057 Uiso 1 1 calc R . . H27C H 0.0454 0.8448 0.6094 0.057 Uiso 1 1 calc R . . C15 C -0.05358(12) 0.5584(4) 0.4608(4) 0.0320(14) Uani 1 1 d . . . H15A H -0.0372 0.5162 0.4969 0.038 Uiso 1 1 calc R . . C24 C -0.01812(12) 0.8674(4) 0.4716(4) 0.0301(13) Uani 1 1 d . . . H24A H -0.0092 0.8690 0.4292 0.036 Uiso 1 1 calc R . . C8 C -0.14279(12) 0.9467(5) 0.6518(3) 0.0325(13) Uani 1 1 d . . . H8A H -0.1334 0.8806 0.6357 0.049 Uiso 1 1 calc R . . H8B H -0.1590 0.9218 0.6725 0.049 Uiso 1 1 calc R . . H8C H -0.1274 0.9884 0.6952 0.049 Uiso 1 1 calc R . . C36 C -0.16421(12) 0.5304(4) 0.6596(3) 0.0283(12) Uani 1 1 d . . . H36A H -0.1643 0.4840 0.7047 0.034 Uiso 1 1 calc R . . C25 C -0.04809(12) 0.9005(4) 0.4524(3) 0.0232(11) Uani 1 1 d . . . C12 C -0.10145(12) 0.6806(4) 0.3549(3) 0.0235(12) Uani 1 1 d . . . C26 C -0.05658(13) 0.8780(5) 0.6671(3) 0.0355(14) Uani 1 1 d . . . H26A H -0.0778 0.9034 0.6451 0.053 Uiso 1 1 calc R . . H26B H -0.0447 0.9322 0.7085 0.053 Uiso 1 1 calc R . . H26C H -0.0558 0.8035 0.6927 0.053 Uiso 1 1 calc R . . C2 C -0.15391(10) 0.9996(4) 0.5002(3) 0.0215(11) Uani 1 1 d . . . C20 C -0.06070(11) 0.8983(4) 0.5166(3) 0.0207(11) Uani 1 1 d . . . C39 C -0.23816(12) 1.2654(5) 0.7301(3) 0.0330(13) Uani 1 1 d . . . C30 C -0.23896(11) 0.9635(4) 0.4604(3) 0.0280(12) Uani 1 1 d . . . H30A H -0.2514 1.0241 0.4318 0.034 Uiso 1 1 calc R . . C13 C -0.08144(12) 0.6197(4) 0.3251(3) 0.0294(13) Uani 1 1 d . . . H13A H -0.0846 0.6192 0.2675 0.035 Uiso 1 1 calc R . . C35 C -0.18365(11) 0.6229(4) 0.6371(3) 0.0238(12) Uani 1 1 d . . . H35A H -0.1971 0.6400 0.6667 0.029 Uiso 1 1 calc R . . C31 C -0.24053(12) 0.9276(4) 0.5352(4) 0.0304(13) Uani 1 1 d . . . H31A H -0.2536 0.9646 0.5594 0.037 Uiso 1 1 calc R . . C10 C -0.16118(12) 1.0526(5) 0.3512(3) 0.0292(13) Uani 1 1 d . . . H10A H -0.1509 0.9800 0.3527 0.044 Uiso 1 1 calc R . . H10B H -0.1493 1.1129 0.3373 0.044 Uiso 1 1 calc R . . H10C H -0.1815 1.0497 0.3094 0.044 Uiso 1 1 calc R . . C3 C -0.15605(11) 1.0226(4) 0.5778(3) 0.0235(11) Uani 1 1 d . . . C34 C -0.18325(11) 0.6895(4) 0.5714(3) 0.0218(11) Uani 1 1 d . . . C28 C -0.06616(13) 0.9396(5) 0.3670(3) 0.0358(14) Uani 1 1 d . . . H28A H -0.0534 0.9364 0.3317 0.054 Uiso 1 1 calc R . . H28B H -0.0730 1.0176 0.3694 0.054 Uiso 1 1 calc R . . H28C H -0.0839 0.8905 0.3442 0.054 Uiso 1 1 calc R . . C23 C -0.00065(12) 0.8325(4) 0.5489(4) 0.0286(13) Uani 1 1 d . . . C17 C -0.12806(12) 0.7420(5) 0.2942(3) 0.0296(12) Uani 1 1 d . . . H17A H -0.1401 0.7792 0.3242 0.044 Uiso 1 1 calc R . . H17B H -0.1409 0.6876 0.2549 0.044 Uiso 1 1 calc R . . H17C H -0.1204 0.7989 0.2644 0.044 Uiso 1 1 calc R . . C16 C -0.07316(11) 0.6164(4) 0.4948(3) 0.0240(12) Uani 1 1 d . . . C6 C -0.17830(11) 1.1757(4) 0.4477(3) 0.0284(13) Uani 1 1 d . . . H6A H -0.1850 1.2296 0.4044 0.034 Uiso 1 1 calc R . . C1 C -0.11491(11) 0.8577(4) 0.4867(3) 0.0186(11) Uani 1 1 d . . . C37 C -0.14476(12) 0.5064(4) 0.6162(3) 0.0295(13) Uani 1 1 d . . . H37A H -0.1315 0.4431 0.6307 0.035 Uiso 1 1 calc R . . C21 C -0.04340(11) 0.8704(4) 0.5977(3) 0.0252(12) Uani 1 1 d . . . C7 C -0.16415(11) 1.0762(4) 0.4350(3) 0.0228(11) Uani 1 1 d . . . C33 C -0.20315(11) 0.7871(4) 0.5393(3) 0.0222(11) Uani 1 1 d . . . C22 C -0.01336(11) 0.8365(4) 0.6124(3) 0.0295(13) Uani 1 1 d . . . H22A H -0.0012 0.8157 0.6668 0.035 Uiso 1 1 calc R . . C4 C -0.17109(11) 1.1228(5) 0.5869(3) 0.0295(13) Uani 1 1 d . . . H4A H -0.1732 1.1395 0.6388 0.035 Uiso 1 1 calc R . . C19 C -0.06820(12) 0.6059(5) 0.5851(3) 0.0326(13) Uani 1 1 d . . . H19A H -0.0507 0.5568 0.6107 0.049 Uiso 1 1 calc R . . H19B H -0.0864 0.5733 0.5932 0.049 Uiso 1 1 calc R . . H19C H -0.0643 0.6809 0.6108 0.049 Uiso 1 1 calc R . . C5 C -0.18273(12) 1.1968(5) 0.5224(4) 0.0323(14) Uani 1 1 d . . . C9 C -0.20069(13) 1.3007(5) 0.5320(4) 0.0457(17) Uani 1 1 d . . . H9A H -0.2073 1.3431 0.4800 0.069 Uiso 1 1 calc R . . H9B H -0.1878 1.3489 0.5761 0.069 Uiso 1 1 calc R . . H9C H -0.2186 1.2768 0.5459 0.069 Uiso 1 1 calc R . . Cl1 Cl -0.15166(4) 0.57305(14) 0.86749(10) 0.0499(4) Uani 1 1 d . . . Cl2 Cl -0.11239(4) 0.71221(16) 0.80338(12) 0.0625(5) Uani 1 1 d . . . C41 C -0.11659(15) 0.6439(6) 0.8904(4) 0.0559(19) Uani 1 1 d . . . H41A H -0.0998 0.5888 0.9122 0.067 Uiso 1 1 calc R . . H41B H -0.1149 0.7008 0.9341 0.067 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 As1 0.0207(3) 0.0258(3) 0.0193(3) -0.0027(2) 0.0089(2) -0.0050(2) S2 0.0226(7) 0.0275(7) 0.0309(8) 0.0048(6) 0.0097(6) -0.0003(6) S1 0.0244(7) 0.0350(8) 0.0311(8) 0.0111(6) 0.0104(6) 0.0041(6) F3 0.043(2) 0.069(3) 0.0299(19) 0.0004(18) 0.0000(16) 0.0004(19) F6 0.048(2) 0.050(2) 0.087(3) 0.009(2) 0.031(2) 0.0200(19) F2 0.0351(19) 0.051(2) 0.043(2) -0.0050(17) 0.0055(16) 0.0153(17) F5 0.036(2) 0.090(3) 0.047(2) 0.036(2) 0.0062(17) 0.005(2) F1 0.050(2) 0.041(2) 0.059(3) 0.0081(18) 0.0251(19) -0.0066(18) F4 0.0286(18) 0.053(2) 0.061(3) 0.0046(19) 0.0138(17) -0.0101(17) O3 0.029(2) 0.041(2) 0.056(3) 0.020(2) 0.016(2) 0.0146(19) O2 0.035(2) 0.040(2) 0.030(2) 0.0043(18) 0.0105(18) 0.0147(19) O1 0.040(2) 0.053(3) 0.049(3) 0.006(2) 0.026(2) -0.012(2) O6 0.036(2) 0.026(2) 0.025(2) 0.0031(16) 0.0112(17) 0.0012(17) O5 0.034(2) 0.050(3) 0.039(3) -0.006(2) 0.018(2) 0.001(2) O4 0.039(2) 0.028(2) 0.047(3) 0.0088(19) 0.009(2) -0.0083(19) N5 0.018(2) 0.022(2) 0.027(3) -0.0016(19) 0.0071(19) -0.0055(19) N2 0.021(2) 0.020(2) 0.022(2) -0.0010(19) 0.0101(17) -0.0026(19) N4 0.018(2) 0.021(2) 0.022(2) -0.0028(18) 0.0082(18) -0.0054(18) N3 0.017(2) 0.015(2) 0.030(3) -0.0006(18) 0.0057(19) 0.0002(18) N1 0.019(2) 0.018(2) 0.021(2) -0.0002(18) 0.0064(18) -0.0025(18) C32 0.029(3) 0.029(3) 0.029(3) 0.007(2) 0.017(3) 0.003(3) C29 0.025(3) 0.027(3) 0.021(3) 0.000(2) 0.002(2) -0.006(2) C38 0.025(3) 0.022(3) 0.039(3) -0.006(2) 0.017(3) -0.004(2) C11 0.024(3) 0.016(3) 0.027(3) -0.001(2) 0.015(2) -0.001(2) C40 0.029(3) 0.041(4) 0.036(3) 0.011(3) 0.012(3) 0.006(3) C18 0.058(4) 0.039(4) 0.061(5) 0.005(3) 0.039(4) 0.013(3) C14 0.035(3) 0.025(3) 0.041(4) 0.005(3) 0.021(3) 0.004(3) C27 0.026(3) 0.032(3) 0.057(4) -0.003(3) 0.017(3) 0.007(3) C15 0.029(3) 0.018(3) 0.047(4) 0.009(3) 0.010(3) 0.001(2) C24 0.034(3) 0.022(3) 0.040(4) -0.003(3) 0.020(3) -0.007(3) C8 0.032(3) 0.043(4) 0.022(3) -0.004(3) 0.008(3) -0.001(3) C36 0.030(3) 0.028(3) 0.028(3) 0.003(2) 0.011(2) -0.001(3) C25 0.028(3) 0.012(3) 0.030(3) 0.003(2) 0.011(2) -0.004(2) C12 0.028(3) 0.018(3) 0.029(3) 0.003(2) 0.015(2) -0.002(2) C26 0.036(3) 0.045(4) 0.025(3) 0.003(3) 0.009(3) 0.010(3) C2 0.017(3) 0.023(3) 0.025(3) -0.005(2) 0.008(2) -0.001(2) C20 0.019(3) 0.019(3) 0.026(3) 0.000(2) 0.011(2) 0.000(2) C39 0.026(3) 0.045(4) 0.028(3) 0.004(3) 0.008(2) 0.000(3) C30 0.021(3) 0.027(3) 0.035(3) 0.004(3) 0.007(2) 0.000(2) C13 0.036(3) 0.025(3) 0.031(3) -0.004(2) 0.017(3) -0.008(3) C35 0.025(3) 0.024(3) 0.025(3) 0.000(2) 0.011(2) -0.003(2) C31 0.028(3) 0.029(3) 0.038(3) 0.001(3) 0.016(3) 0.005(3) C10 0.028(3) 0.036(3) 0.023(3) 0.010(2) 0.009(2) 0.006(3) C3 0.014(2) 0.030(3) 0.027(3) -0.003(2) 0.008(2) -0.003(2) C34 0.020(3) 0.021(3) 0.029(3) -0.006(2) 0.014(2) -0.003(2) C28 0.039(3) 0.039(4) 0.030(3) 0.003(3) 0.013(3) -0.007(3) C23 0.026(3) 0.019(3) 0.041(4) -0.002(3) 0.012(3) 0.000(2) C17 0.026(3) 0.037(3) 0.026(3) 0.000(3) 0.010(2) 0.004(3) C16 0.026(3) 0.017(3) 0.028(3) 0.002(2) 0.008(2) -0.005(2) C6 0.021(3) 0.024(3) 0.038(3) 0.002(3) 0.008(2) -0.004(2) C1 0.023(3) 0.019(3) 0.014(2) 0.003(2) 0.007(2) -0.001(2) C37 0.031(3) 0.023(3) 0.036(3) 0.003(2) 0.012(3) 0.002(3) C21 0.024(3) 0.027(3) 0.022(3) -0.004(2) 0.005(2) 0.003(2) C7 0.017(2) 0.025(3) 0.028(3) 0.001(2) 0.009(2) -0.005(2) C33 0.016(2) 0.022(3) 0.028(3) 0.000(2) 0.007(2) -0.004(2) C22 0.021(3) 0.033(3) 0.030(3) -0.003(3) 0.002(2) 0.002(2) C4 0.020(3) 0.041(3) 0.027(3) -0.017(3) 0.007(2) -0.005(3) C19 0.036(3) 0.030(3) 0.027(3) 0.007(3) 0.003(3) 0.001(3) C5 0.023(3) 0.030(3) 0.044(4) -0.014(3) 0.011(3) -0.005(3) C9 0.031(3) 0.039(4) 0.060(5) -0.025(3) 0.005(3) 0.006(3) Cl1 0.0546(10) 0.0535(10) 0.0406(10) -0.0049(8) 0.0143(8) 0.0097(8) Cl2 0.0503(11) 0.0628(12) 0.0621(12) -0.0010(10) 0.0017(9) -0.0117(9) C41 0.052(4) 0.057(5) 0.040(4) -0.004(3) -0.010(3) 0.005(4) _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 As1 N1 1.872(4) . ? As1 N5 1.985(4) . ? As1 N2 2.086(4) . ? As1 N4 2.141(4) . ? As1 C1 2.451(5) . ? S2 O5 1.434(4) . ? S2 O4 1.434(4) . ? S2 O6 1.448(4) . ? S2 C40 1.820(6) . ? S1 O3 1.440(4) . ? S1 O1 1.442(4) . ? S1 O2 1.446(4) . ? S1 C39 1.807(6) . ? F3 C39 1.325(6) . ? F6 C40 1.328(6) . ? F2 C39 1.343(6) . ? F5 C40 1.337(6) . ? F1 C39 1.359(6) . ? F4 C40 1.335(6) . ? N5 C38 1.353(6) . ? N5 C34 1.356(6) . ? N2 C1 1.335(6) . ? N2 C11 1.443(6) . ? N4 C29 1.343(6) . ? N4 C33 1.348(6) . ? N3 C1 1.324(6) . ? N3 C20 1.443(6) . ? N3 H3B 0.8800 . ? N1 C1 1.373(6) . ? N1 C2 1.438(6) . ? C32 C33 1.379(7) . ? C32 C31 1.404(7) . ? C32 H32A 0.9500 . ? C29 C30 1.382(7) . ? C29 H29A 0.9500 . ? C38 C37 1.373(7) . ? C38 H38A 0.9500 . ? C11 C12 1.398(7) . ? C11 C16 1.417(7) . ? C18 C14 1.505(7) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C14 C15 1.379(8) . ? C14 C13 1.389(8) . ? C27 C23 1.508(7) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C15 C16 1.411(7) . ? C15 H15A 0.9500 . ? C24 C23 1.372(8) . ? C24 C25 1.380(7) . ? C24 H24A 0.9500 . ? C8 C3 1.511(7) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C36 C37 1.379(7) . ? C36 C35 1.390(7) . ? C36 H36A 0.9500 . ? C25 C20 1.409(6) . ? C25 C28 1.501(7) . ? C12 C13 1.400(7) . ? C12 C17 1.515(7) . ? C26 C21 1.512(7) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C2 C3 1.394(7) . ? C2 C7 1.396(7) . ? C20 C21 1.399(7) . ? C30 C31 1.376(7) . ? C30 H30A 0.9500 . ? C13 H13A 0.9500 . ? C35 C34 1.381(7) . ? C35 H35A 0.9500 . ? C31 H31A 0.9500 . ? C10 C7 1.514(7) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C3 C4 1.410(7) . ? C34 C33 1.469(7) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C23 C22 1.401(7) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C16 C19 1.496(7) . ? C6 C5 1.386(7) . ? C6 C7 1.401(7) . ? C6 H6A 0.9500 . ? C37 H37A 0.9500 . ? C21 C22 1.395(7) . ? C22 H22A 0.9500 . ? C4 C5 1.374(8) . ? C4 H4A 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C5 C9 1.526(7) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? Cl1 C41 1.760(7) . ? Cl2 C41 1.764(7) . ? C41 H41A 0.9900 . ? C41 H41B 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 N1 As1 N5 102.05(17) . . ? N1 As1 N2 65.99(16) . . ? N5 As1 N2 89.14(15) . . ? N1 As1 N4 84.80(16) . . ? N5 As1 N4 76.68(16) . . ? N2 As1 N4 144.19(15) . . ? N1 As1 C1 33.78(16) . . ? N5 As1 C1 101.89(16) . . ? N2 As1 C1 33.00(15) . . ? N4 As1 C1 117.87(15) . . ? O5 S2 O4 115.8(2) . . ? O5 S2 O6 114.8(2) . . ? O4 S2 O6 114.3(2) . . ? O5 S2 C40 103.2(3) . . ? O4 S2 C40 103.4(3) . . ? O6 S2 C40 103.0(2) . . ? O3 S1 O1 116.1(2) . . ? O3 S1 O2 115.1(2) . . ? O1 S1 O2 114.3(2) . . ? O3 S1 C39 102.5(3) . . ? O1 S1 C39 102.2(3) . . ? O2 S1 C39 103.9(2) . . ? C38 N5 C34 120.8(4) . . ? C38 N5 As1 119.6(3) . . ? C34 N5 As1 119.5(3) . . ? C1 N2 C11 126.0(4) . . ? C1 N2 As1 88.7(3) . . ? C11 N2 As1 132.2(3) . . ? C29 N4 C33 120.1(4) . . ? C29 N4 As1 124.0(3) . . ? C33 N4 As1 115.2(3) . . ? C1 N3 C20 124.6(4) . . ? C1 N3 H3B 117.7 . . ? C20 N3 H3B 117.7 . . ? C1 N1 C2 129.1(4) . . ? C1 N1 As1 96.9(3) . . ? C2 N1 As1 132.5(3) . . ? C33 C32 C31 118.3(5) . . ? C33 C32 H32A 120.8 . . ? C31 C32 H32A 120.8 . . ? N4 C29 C30 121.1(5) . . ? N4 C29 H29A 119.5 . . ? C30 C29 H29A 119.5 . . ? N5 C38 C37 120.9(5) . . ? N5 C38 H38A 119.5 . . ? C37 C38 H38A 119.5 . . ? C12 C11 C16 120.7(4) . . ? C12 C11 N2 119.9(4) . . ? C16 C11 N2 119.3(4) . . ? F6 C40 F4 106.9(4) . . ? F6 C40 F5 107.4(5) . . ? F4 C40 F5 106.9(5) . . ? F6 C40 S2 112.6(4) . . ? F4 C40 S2 111.7(4) . . ? F5 C40 S2 111.1(4) . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C15 C14 C13 118.2(5) . . ? C15 C14 C18 121.6(5) . . ? C13 C14 C18 120.2(5) . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C14 C15 C16 123.2(5) . . ? C14 C15 H15A 118.4 . . ? C16 C15 H15A 118.4 . . ? C23 C24 C25 123.1(5) . . ? C23 C24 H24A 118.4 . . ? C25 C24 H24A 118.4 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C37 C36 C35 119.7(5) . . ? C37 C36 H36A 120.2 . . ? C35 C36 H36A 120.2 . . ? C24 C25 C20 117.2(5) . . ? C24 C25 C28 121.1(5) . . ? C20 C25 C28 121.7(5) . . ? C11 C12 C13 119.2(5) . . ? C11 C12 C17 121.6(4) . . ? C13 C12 C17 119.2(5) . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C3 C2 C7 121.8(5) . . ? C3 C2 N1 118.9(4) . . ? C7 C2 N1 119.1(4) . . ? C21 C20 C25 122.1(5) . . ? C21 C20 N3 118.1(4) . . ? C25 C20 N3 119.8(5) . . ? F3 C39 F2 106.7(4) . . ? F3 C39 F1 106.6(4) . . ? F2 C39 F1 106.3(4) . . ? F3 C39 S1 112.7(4) . . ? F2 C39 S1 112.6(4) . . ? F1 C39 S1 111.5(4) . . ? C31 C30 C29 119.4(5) . . ? C31 C30 H30A 120.3 . . ? C29 C30 H30A 120.3 . . ? C14 C13 C12 121.5(5) . . ? C14 C13 H13A 119.3 . . ? C12 C13 H13A 119.3 . . ? C34 C35 C36 119.5(5) . . ? C34 C35 H35A 120.2 . . ? C36 C35 H35A 120.2 . . ? C30 C31 C32 119.4(5) . . ? C30 C31 H31A 120.3 . . ? C32 C31 H31A 120.3 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C2 C3 C4 117.6(5) . . ? C2 C3 C8 123.3(5) . . ? C4 C3 C8 119.1(5) . . ? N5 C34 C35 119.9(5) . . ? N5 C34 C33 114.8(4) . . ? C35 C34 C33 125.3(4) . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C24 C23 C22 118.3(5) . . ? C24 C23 C27 122.1(5) . . ? C22 C23 C27 119.5(5) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C16 C11 116.8(5) . . ? C15 C16 C19 119.2(5) . . ? C11 C16 C19 124.0(5) . . ? C5 C6 C7 121.1(5) . . ? C5 C6 H6A 119.5 . . ? C7 C6 H6A 119.5 . . ? N3 C1 N2 131.4(4) . . ? N3 C1 N1 122.6(4) . . ? N2 C1 N1 106.0(4) . . ? N3 C1 As1 165.0(4) . . ? N2 C1 As1 58.3(2) . . ? N1 C1 As1 49.3(2) . . ? C38 C37 C36 119.2(5) . . ? C38 C37 H37A 120.4 . . ? C36 C37 H37A 120.4 . . ? C22 C21 C20 117.5(5) . . ? C22 C21 C26 121.2(5) . . ? C20 C21 C26 121.3(4) . . ? C2 C7 C6 118.3(5) . . ? C2 C7 C10 121.9(4) . . ? C6 C7 C10 119.8(5) . . ? N4 C33 C32 121.6(5) . . ? N4 C33 C34 112.6(4) . . ? C32 C33 C34 125.8(5) . . ? C21 C22 C23 121.6(5) . . ? C21 C22 H22A 119.2 . . ? C23 C22 H22A 119.2 . . ? C5 C4 C3 121.6(5) . . ? C5 C4 H4A 119.2 . . ? C3 C4 H4A 119.2 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C4 C5 C6 119.4(5) . . ? C4 C5 C9 120.7(5) . . ? C6 C5 C9 119.9(6) . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? Cl1 C41 Cl2 112.5(3) . . ? Cl1 C41 H41A 109.1 . . ? Cl2 C41 H41A 109.1 . . ? Cl1 C41 H41B 109.1 . . ? Cl2 C41 H41B 109.1 . . ? H41A C41 H41B 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 As1 N5 C38 -106.6(4) . . . . ? N2 As1 N5 C38 -41.4(4) . . . . ? N4 As1 N5 C38 171.8(4) . . . . ? C1 As1 N5 C38 -72.0(4) . . . . ? N1 As1 N5 C34 77.4(4) . . . . ? N2 As1 N5 C34 142.6(4) . . . . ? N4 As1 N5 C34 -4.2(4) . . . . ? C1 As1 N5 C34 112.0(4) . . . . ? N1 As1 N2 C1 -10.1(3) . . . . ? N5 As1 N2 C1 -113.7(3) . . . . ? N4 As1 N2 C1 -48.2(4) . . . . ? N1 As1 N2 C11 -150.7(4) . . . . ? N5 As1 N2 C11 105.7(4) . . . . ? N4 As1 N2 C11 171.2(4) . . . . ? C1 As1 N2 C11 -140.6(5) . . . . ? N1 As1 N4 C29 76.4(4) . . . . ? N5 As1 N4 C29 -179.8(4) . . . . ? N2 As1 N4 C29 110.9(4) . . . . ? C1 As1 N4 C29 83.6(4) . . . . ? N1 As1 N4 C33 -94.3(3) . . . . ? N5 As1 N4 C33 9.4(3) . . . . ? N2 As1 N4 C33 -59.8(4) . . . . ? C1 As1 N4 C33 -87.1(4) . . . . ? N5 As1 N1 C1 93.4(3) . . . . ? N2 As1 N1 C1 9.8(3) . . . . ? N4 As1 N1 C1 168.6(3) . . . . ? N5 As1 N1 C2 -99.8(4) . . . . ? N2 As1 N1 C2 176.7(5) . . . . ? N4 As1 N1 C2 -24.6(4) . . . . ? C1 As1 N1 C2 166.8(6) . . . . ? C33 N4 C29 C30 2.7(7) . . . . ? As1 N4 C29 C30 -167.6(4) . . . . ? C34 N5 C38 C37 -1.8(7) . . . . ? As1 N5 C38 C37 -177.7(4) . . . . ? C1 N2 C11 C12 -82.3(6) . . . . ? As1 N2 C11 C12 46.1(6) . . . . ? C1 N2 C11 C16 101.5(6) . . . . ? As1 N2 C11 C16 -130.1(4) . . . . ? O5 S2 C40 F6 174.4(4) . . . . ? O4 S2 C40 F6 53.4(4) . . . . ? O6 S2 C40 F6 -65.9(4) . . . . ? O5 S2 C40 F4 -65.3(4) . . . . ? O4 S2 C40 F4 173.7(4) . . . . ? O6 S2 C40 F4 54.4(4) . . . . ? O5 S2 C40 F5 54.0(5) . . . . ? O4 S2 C40 F5 -67.0(5) . . . . ? O6 S2 C40 F5 173.7(4) . . . . ? C13 C14 C15 C16 -1.5(8) . . . . ? C18 C14 C15 C16 178.6(5) . . . . ? C23 C24 C25 C20 0.5(8) . . . . ? C23 C24 C25 C28 179.1(5) . . . . ? C16 C11 C12 C13 -5.2(7) . . . . ? N2 C11 C12 C13 178.7(4) . . . . ? C16 C11 C12 C17 174.3(5) . . . . ? N2 C11 C12 C17 -1.8(7) . . . . ? C1 N1 C2 C3 -98.7(6) . . . . ? As1 N1 C2 C3 98.3(5) . . . . ? C1 N1 C2 C7 86.9(6) . . . . ? As1 N1 C2 C7 -76.2(6) . . . . ? C24 C25 C20 C21 3.7(7) . . . . ? C28 C25 C20 C21 -174.9(5) . . . . ? C24 C25 C20 N3 -179.0(4) . . . . ? C28 C25 C20 N3 2.4(7) . . . . ? C1 N3 C20 C21 -83.5(6) . . . . ? C1 N3 C20 C25 99.1(6) . . . . ? O3 S1 C39 F3 65.2(4) . . . . ? O1 S1 C39 F3 -55.4(4) . . . . ? O2 S1 C39 F3 -174.6(4) . . . . ? O3 S1 C39 F2 -174.1(4) . . . . ? O1 S1 C39 F2 65.3(4) . . . . ? O2 S1 C39 F2 -53.9(4) . . . . ? O3 S1 C39 F1 -54.7(4) . . . . ? O1 S1 C39 F1 -175.3(4) . . . . ? O2 S1 C39 F1 65.5(4) . . . . ? N4 C29 C30 C31 -0.6(8) . . . . ? C15 C14 C13 C12 2.5(8) . . . . ? C18 C14 C13 C12 -177.6(5) . . . . ? C11 C12 C13 C14 0.8(8) . . . . ? C17 C12 C13 C14 -178.7(5) . . . . ? C37 C36 C35 C34 0.0(8) . . . . ? C29 C30 C31 C32 -1.9(8) . . . . ? C33 C32 C31 C30 2.4(8) . . . . ? C7 C2 C3 C4 4.7(7) . . . . ? N1 C2 C3 C4 -169.6(4) . . . . ? C7 C2 C3 C8 -174.5(5) . . . . ? N1 C2 C3 C8 11.2(7) . . . . ? C38 N5 C34 C35 2.3(7) . . . . ? As1 N5 C34 C35 178.3(4) . . . . ? C38 N5 C34 C33 -177.1(4) . . . . ? As1 N5 C34 C33 -1.1(6) . . . . ? C36 C35 C34 N5 -1.4(8) . . . . ? C36 C35 C34 C33 177.9(5) . . . . ? C25 C24 C23 C22 -3.6(8) . . . . ? C25 C24 C23 C27 178.6(5) . . . . ? C14 C15 C16 C11 -2.7(7) . . . . ? C14 C15 C16 C19 177.8(5) . . . . ? C12 C11 C16 C15 6.0(7) . . . . ? N2 C11 C16 C15 -177.9(4) . . . . ? C12 C11 C16 C19 -174.5(5) . . . . ? N2 C11 C16 C19 1.7(7) . . . . ? C20 N3 C1 N2 -12.6(8) . . . . ? C20 N3 C1 N1 168.7(4) . . . . ? C20 N3 C1 As1 -138.6(12) . . . . ? C11 N2 C1 N3 -21.3(8) . . . . ? As1 N2 C1 N3 -165.8(5) . . . . ? C11 N2 C1 N1 157.6(4) . . . . ? As1 N2 C1 N1 13.1(3) . . . . ? C11 N2 C1 As1 144.5(5) . . . . ? C2 N1 C1 N3 -3.2(8) . . . . ? As1 N1 C1 N3 164.3(4) . . . . ? C2 N1 C1 N2 177.8(4) . . . . ? As1 N1 C1 N2 -14.7(4) . . . . ? C2 N1 C1 As1 -167.5(6) . . . . ? N1 As1 C1 N3 -62.2(13) . . . . ? N5 As1 C1 N3 -156.1(13) . . . . ? N2 As1 C1 N3 134.5(15) . . . . ? N4 As1 C1 N3 -75.0(14) . . . . ? N1 As1 C1 N2 163.3(4) . . . . ? N5 As1 C1 N2 69.4(3) . . . . ? N4 As1 C1 N2 150.5(3) . . . . ? N5 As1 C1 N1 -94.0(3) . . . . ? N2 As1 C1 N1 -163.3(4) . . . . ? N4 As1 C1 N1 -12.9(3) . . . . ? N5 C38 C37 C36 0.3(8) . . . . ? C35 C36 C37 C38 0.5(8) . . . . ? C25 C20 C21 C22 -4.5(7) . . . . ? N3 C20 C21 C22 178.1(4) . . . . ? C25 C20 C21 C26 174.7(5) . . . . ? N3 C20 C21 C26 -2.7(7) . . . . ? C3 C2 C7 C6 -3.3(7) . . . . ? N1 C2 C7 C6 171.0(4) . . . . ? C3 C2 C7 C10 178.5(5) . . . . ? N1 C2 C7 C10 -7.2(7) . . . . ? C5 C6 C7 C2 -1.5(7) . . . . ? C5 C6 C7 C10 176.7(5) . . . . ? C29 N4 C33 C32 -2.2(7) . . . . ? As1 N4 C33 C32 169.0(4) . . . . ? C29 N4 C33 C34 176.4(4) . . . . ? As1 N4 C33 C34 -12.5(5) . . . . ? C31 C32 C33 N4 -0.4(8) . . . . ? C31 C32 C33 C34 -178.7(5) . . . . ? N5 C34 C33 N4 9.2(6) . . . . ? C35 C34 C33 N4 -170.2(5) . . . . ? N5 C34 C33 C32 -172.4(5) . . . . ? C35 C34 C33 C32 8.3(8) . . . . ? C20 C21 C22 C23 1.2(8) . . . . ? C26 C21 C22 C23 -178.0(5) . . . . ? C24 C23 C22 C21 2.7(8) . . . . ? C27 C23 C22 C21 -179.5(5) . . . . ? C2 C3 C4 C5 -1.3(7) . . . . ? C8 C3 C4 C5 177.9(5) . . . . ? C3 C4 C5 C6 -3.3(8) . . . . ? C3 C4 C5 C9 176.0(5) . . . . ? C7 C6 C5 C4 4.8(8) . . . . ? C7 C6 C5 C9 -174.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.13 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.640 _refine_diff_density_min -0.618 _refine_diff_density_rms 0.139