# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_kb13_xp _iucr_refine_instructions_details ; ISOR 0.006 0.02 C62A C62 C63 C63A C64A C1G L.S. 8 PLAN 20 HTAB N9 O66 HTAB N17 O67 HTAB N24 O68 HTAB N41 O66_$1 HTAB N55 O68_$1 HTAB N56 O68_$1 RTAB CCl C84 Cl45 RTAB CCl C84 H84a Cl45 BOND fmap 2 acta 55.0 MERG 2 OMIT -11 1 2 OMIT -10 0 16 OMIT 12 0 6 OMIT -10 0 6 OMIT -17 3 9 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C86 H110 Cl6 N8 O8 S' _chemical_formula_weight 1628.58 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' Cl Cl 0.1484 0.1585 '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' 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 50.5530(9) _cell_length_b 12.8629(2) _cell_length_c 28.1196(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.216(2) _cell_angle_gamma 90.00 _cell_volume 16927.6(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100.(2) _cell_measurement_reflns_used 39690 _cell_measurement_theta_min 1.6128 _cell_measurement_theta_max 28.7489 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6912 _exptl_absorpt_coefficient_mu 0.287 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9158 _exptl_absorpt_correction_T_max 0.9609 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 100.(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Opal' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.4441 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 77045 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0334 _diffrn_reflns_limit_h_min -66 _diffrn_reflns_limit_h_max 68 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.81 _reflns_number_total 20013 _reflns_number_gt 15565 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ortep, Wingx, Mercury, Olex2' _computing_publication_material SHELXTL-97 _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^)+(0.0525P)^2^+36.3985P] 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 20013 _refine_ls_number_parameters 1046 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0713 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1320 _refine_ls_wR_factor_gt 0.1201 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.041 _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 Cl13 Cl 0.225603(11) 0.91153(5) 0.73412(2) 0.02845(12) Uani 1 1 d . . . Cl23 Cl 0.224463(11) 0.64889(4) 0.45561(2) 0.02728(12) Uani 1 1 d . . . Cl44 Cl 0.23190(2) 0.37998(13) 0.19838(5) 0.0264(4) Uani 0.927(9) 1 d P A 1 Cl45 Cl 0.2251(5) 0.4089(17) 0.2092(8) 0.055(4) Uani 0.073(9) 1 d P A 2 Cl51 Cl 0.177590(14) 0.58298(5) -0.10852(2) 0.03646(14) Uani 1 1 d . . . Cl71 Cl -0.019283(19) 0.28972(7) 0.05523(4) 0.0666(2) Uani 1 1 d . . . Cl73 Cl 0.049221(18) 0.45424(6) 0.03397(3) 0.0574(2) Uani 1 1 d . . . S65 S 0.074563(10) 0.81444(4) 0.483250(18) 0.01492(10) Uani 1 1 d . . . O8 O 0.13150(3) 1.08788(12) 0.66143(6) 0.0254(3) Uani 1 1 d . . . O25 O 0.13918(3) 0.87953(12) 0.35550(6) 0.0263(3) Uani 1 1 d . . . O40 O 0.13187(4) 0.41812(14) 0.19918(6) 0.0353(4) Uani 1 1 d . . . O58 O 0.07203(4) 0.58003(12) -0.14836(6) 0.0309(4) Uani 1 1 d . . . O66 O 0.08795(3) 0.79418(11) 0.53939(5) 0.0208(3) Uani 1 1 d . . . O67 O 0.08645(3) 0.91394(10) 0.47299(5) 0.0197(3) Uani 1 1 d . . . O68 O 0.08453(3) 0.73103(11) 0.45681(5) 0.0196(3) Uani 1 1 d . . . O69 O 0.04369(3) 0.81655(11) 0.46511(6) 0.0220(3) Uani 1 1 d . . . N9 N 0.12347(4) 0.96310(13) 0.59982(7) 0.0179(3) Uani 1 1 d . . . H9 H 0.1119(5) 0.9306(19) 0.5795(9) 0.021 Uiso 1 1 d . . . N17 N 0.14343(4) 0.87025(13) 0.52282(6) 0.0164(3) Uani 1 1 d . . . H17 H 0.1271(5) 0.8838(19) 0.5081(9) 0.020 Uiso 1 1 d . . . N24 N 0.12402(4) 0.80101(13) 0.41293(6) 0.0176(3) Uani 1 1 d . . . H24 H 0.1113(5) 0.7872(19) 0.4225(9) 0.021 Uiso 1 1 d . . . N32 N 0.11451(4) 0.16758(13) 0.41874(7) 0.0239(4) Uani 1 1 d . . . N41 N 0.12222(4) 0.33106(14) 0.12437(7) 0.0204(4) Uani 1 1 d . . . H41 H 0.1106(5) 0.301(2) 0.1010(10) 0.025 Uiso 1 1 d . . . N55 N 0.12231(4) 0.41378(13) 0.02412(7) 0.0187(3) Uani 1 1 d . A . H55 H 0.1080(5) 0.382(2) 0.0175(9) 0.022 Uiso 1 1 d . . . N56 N 0.08617(4) 0.45786(14) -0.08504(7) 0.0210(4) Uani 1 1 d . . . H56 H 0.0818(5) 0.4141(19) -0.0712(9) 0.016(6) Uiso 1 1 d . . . N74 N 0.18075(4) 0.67935(14) 0.25962(7) 0.0206(4) Uani 1 1 d . . . C1 C 0.03629(5) 1.06215(17) 0.53747(9) 0.0257(5) Uani 1 1 d . . . H1 H 0.0242 1.0470 0.5039 0.031 Uiso 1 1 calc R . . C1A C 0.12089(5) 0.21909(16) 0.37552(8) 0.0238(4) Uani 1 1 d . . . H1AA H 0.1390 0.2550 0.3903 0.029 Uiso 1 1 calc R . . H1AB H 0.1063 0.2710 0.3595 0.029 Uiso 1 1 calc R . . C1B C 0.10405(6) 0.22735(18) 0.49836(9) 0.0324(5) Uani 1 1 d . . . H1BA H 0.1181 0.1795 0.5206 0.039 Uiso 1 1 calc R . . H1BB H 0.0855 0.1941 0.4869 0.039 Uiso 1 1 calc R . . C1C C 0.19043(6) 0.0629(2) 0.50101(10) 0.0353(5) Uani 1 1 d . . . H1CA H 0.1855 0.0442 0.5301 0.042 Uiso 1 1 calc R . . H1CB H 0.1896 0.0003 0.4813 0.042 Uiso 1 1 calc R . . C1D C 0.06034(5) 0.16386(19) 0.36688(10) 0.0334(5) Uani 1 1 d . . . H1DA H 0.0640 0.2063 0.3415 0.040 Uiso 1 1 calc R . . H1DB H 0.0556 0.2100 0.3898 0.040 Uiso 1 1 calc R . . C1E C 0.03469(6) 0.0916(2) 0.33942(10) 0.0382(6) Uani 1 1 d . . . H1EA H 0.0191 0.1329 0.3161 0.046 Uiso 1 1 calc R . . H1EB H 0.0402 0.0417 0.3189 0.046 Uiso 1 1 calc R . . C1F C 0.09668(7) 0.3128(2) 0.57492(10) 0.0425(6) Uani 1 1 d . . . H1FA H 0.0780 0.2827 0.5652 0.064 Uiso 1 1 calc R . . H1FB H 0.0971 0.3788 0.5912 0.064 Uiso 1 1 calc R . . H1FC H 0.1105 0.2673 0.5985 0.064 Uiso 1 1 calc R . . C1G C 0.01361(14) 0.5304(5) -0.1729(3) 0.0532(17) Uani 0.62 1 d PU B 1 H1G H 0.0178 0.5894 -0.1879 0.064 Uiso 0.62 1 calc PR B 1 C2 C 0.02532(5) 1.10948(18) 0.57041(9) 0.0276(5) Uani 1 1 d . . . H2 H 0.0060 1.1262 0.5591 0.033 Uiso 1 1 calc R . . C3 C 0.04337(5) 1.13159(18) 0.62026(9) 0.0273(5) Uani 1 1 d . . . H3 H 0.0361 1.1631 0.6425 0.033 Uiso 1 1 calc R . . C4 C 0.07224(5) 1.10724(17) 0.63753(8) 0.0238(4) Uani 1 1 d . . . H4 H 0.0842 1.1228 0.6711 0.029 Uiso 1 1 calc R . . C5 C 0.08329(4) 1.05952(15) 0.60455(8) 0.0184(4) Uani 1 1 d . . . C6 C 0.06517(4) 1.03714(16) 0.55425(8) 0.0207(4) Uani 1 1 d . . . H6 H 0.0724 1.0055 0.5319 0.025 Uiso 1 1 calc R . . C7 C 0.11485(4) 1.03851(15) 0.62483(7) 0.0182(4) Uani 1 1 d . . . C8 C 0.14578(4) 0.40312(15) 0.06966(8) 0.0187(4) Uani 1 1 d . A . C9 C 0.12217(5) 0.14563(18) 0.33396(9) 0.0287(5) Uani 1 1 d . . . H9A H 0.1029 0.1302 0.3102 0.034 Uiso 1 1 calc R . . H9B H 0.1311 0.0808 0.3496 0.034 Uiso 1 1 calc R . . C10 C 0.15199(4) 0.92964(15) 0.61256(7) 0.0164(4) Uani 1 1 d . . . C11 C 0.17293(4) 0.93612(15) 0.66173(8) 0.0192(4) Uani 1 1 d . . . H11 H 0.1686 0.9646 0.6883 0.023 Uiso 1 1 calc R . . C12 C 0.20055(4) 0.89975(16) 0.67119(8) 0.0203(4) Uani 1 1 d . . . C13 C 0.13856(5) 0.09467(16) 0.44901(9) 0.0273(5) Uani 1 1 d . . . H13A H 0.1379 0.0346 0.4277 0.033 Uiso 1 1 calc R . . H13B H 0.1350 0.0702 0.4787 0.033 Uiso 1 1 calc R . . C14 C 0.20865(4) 0.85477(16) 0.63432(8) 0.0203(4) Uani 1 1 d . . . H14 H 0.2272 0.8314 0.6419 0.024 Uiso 1 1 calc R . . C15 C 0.18764(4) 0.84602(15) 0.58492(8) 0.0174(4) Uani 1 1 d . . . C16 C 0.15981(4) 0.88509(15) 0.57417(7) 0.0167(4) Uani 1 1 d . . . C17 C 0.15206(4) 0.78454(15) 0.44990(8) 0.0177(4) Uani 1 1 d . . . C18 C 0.15970(4) 0.81834(15) 0.50068(8) 0.0170(4) Uani 1 1 d . . . C19 C 0.18749(4) 0.80196(15) 0.53760(8) 0.0174(4) Uani 1 1 d . . . C20 C 0.20808(4) 0.75060(16) 0.52403(8) 0.0200(4) Uani 1 1 d . . . H20 H 0.2265 0.7395 0.5479 0.024 Uiso 1 1 calc R . . C21 C 0.19998(4) 0.71739(16) 0.47414(8) 0.0206(4) Uani 1 1 d . . . C22 C 0.17255(4) 0.73331(15) 0.43723(8) 0.0195(4) Uani 1 1 d . . . H22 H 0.1680 0.7093 0.4039 0.023 Uiso 1 1 calc R . . C26 C 0.11954(4) 0.84494(15) 0.36673(8) 0.0189(4) Uani 1 1 d . . . C27 C 0.08932(4) 0.85023(15) 0.32857(7) 0.0189(4) Uani 1 1 d . . . C28 C 0.08413(5) 0.91237(16) 0.28518(8) 0.0226(4) Uani 1 1 d . . . H28 H 0.0990 0.9499 0.2817 0.027 Uiso 1 1 calc R . . C29 C 0.05707(5) 0.91852(18) 0.24747(8) 0.0271(5) Uani 1 1 d . . . H29 H 0.0536 0.9623 0.2194 0.032 Uiso 1 1 calc R . . C30 C 0.03510(5) 0.85964(19) 0.25141(9) 0.0300(5) Uani 1 1 d . . . H30 H 0.0170 0.8624 0.2255 0.036 Uiso 1 1 calc R . . C31 C 0.04007(5) 0.79638(19) 0.29398(9) 0.0296(5) Uani 1 1 d . . . H31 H 0.0253 0.7560 0.2963 0.036 Uiso 1 1 calc R . . C32 C 0.06692(4) 0.79320(17) 0.33300(8) 0.0235(4) Uani 1 1 d . . . H32 H 0.0700 0.7531 0.3621 0.028 Uiso 1 1 calc R . . C33 C 0.04738(7) 0.2113(2) 0.19344(12) 0.0478(7) Uani 1 1 d . . . H33 H 0.0330 0.1788 0.2009 0.057 Uiso 1 1 calc R . . C34 C 0.06264(7) 0.2926(2) 0.22391(12) 0.0520(8) Uani 1 1 d . . . H34 H 0.0585 0.3145 0.2518 0.062 Uiso 1 1 calc R . . C35 C 0.08396(6) 0.3411(2) 0.21297(10) 0.0395(6) Uani 1 1 d . . . H35 H 0.0938 0.3965 0.2331 0.047 Uiso 1 1 calc R . . C36 C 0.09089(5) 0.30787(17) 0.17202(8) 0.0260(5) Uani 1 1 d . . . C37 C 0.07538(5) 0.22608(18) 0.14130(9) 0.0269(5) Uani 1 1 d . . . H37 H 0.0796 0.2035 0.1136 0.032 Uiso 1 1 calc R . . C38 C 0.05363(5) 0.1785(2) 0.15208(10) 0.0349(5) Uani 1 1 d . . . H38 H 0.0433 0.1245 0.1314 0.042 Uiso 1 1 calc R . . C39 C 0.11644(5) 0.35802(17) 0.16622(8) 0.0240(4) Uani 1 1 d . . . C42 C 0.14708(4) 0.36475(15) 0.11713(8) 0.0197(4) Uani 1 1 d . . . C43 C 0.17410(5) 0.35939(16) 0.15664(8) 0.0229(4) Uani 1 1 d . A . H43 H 0.1760 0.3330 0.1885 0.027 Uiso 1 1 calc R . . C45 C 0.19831(4) 0.39350(17) 0.14849(8) 0.0242(4) Uani 1 1 d . . . C46 C 0.19725(4) 0.43567(16) 0.10276(8) 0.0233(4) Uani 1 1 d . A . H46 H 0.2136 0.4599 0.0987 0.028 Uiso 1 1 calc R . . C47 C 0.17036(4) 0.44017(15) 0.06281(8) 0.0213(4) Uani 1 1 d . . . C48 C 0.16129(4) 0.47403(15) 0.01017(8) 0.0207(4) Uani 1 1 d . A . C49 C 0.17585(5) 0.51719(16) -0.01857(8) 0.0238(4) Uani 1 1 d . . . H49 H 0.1952 0.5331 -0.0038 0.029 Uiso 1 1 calc R A . C50 C 0.16017(5) 0.53499(16) -0.06977(9) 0.0247(4) Uani 1 1 d . A . C51 C 0.08712(5) 0.10312(17) 0.39753(9) 0.0284(5) Uani 1 1 d . . . H51A H 0.0897 0.0489 0.3757 0.034 Uiso 1 1 calc R . . H51B H 0.0842 0.0695 0.4260 0.034 Uiso 1 1 calc R . . C52 C 0.13086(5) 0.51588(16) -0.09306(8) 0.0231(4) Uani 1 1 d . . . H52 H 0.1213 0.5296 -0.1279 0.028 Uiso 1 1 calc R A . C53 C 0.11585(4) 0.47633(15) -0.06446(8) 0.0203(4) Uani 1 1 d . A . C54 C 0.13162(4) 0.45356(15) -0.01262(8) 0.0196(4) Uani 1 1 d . . . C57 C 0.06608(5) 0.50896(16) -0.12475(8) 0.0243(4) Uani 1 1 d . B . C59 C 0.03584(5) 0.47318(17) -0.13804(9) 0.0304(5) Uani 1 1 d . . . C60 C 0.02773(5) 0.39652(18) -0.11210(9) 0.0282(5) Uani 1 1 d . B . H60 H 0.0415 0.3641 -0.0841 0.034 Uiso 1 1 calc R . . C61 C -0.00073(5) 0.3666(2) -0.12694(10) 0.0368(6) Uani 1 1 d . . . H61 H -0.0051 0.3083 -0.1118 0.044 Uiso 1 1 calc R B 1 C62 C -0.02186(19) 0.4190(7) -0.1621(3) 0.055(2) Uani 0.62 1 d PU B 1 H62 H -0.0408 0.4004 -0.1703 0.066 Uiso 0.62 1 calc PR B 1 C62A C -0.0197(3) 0.4007(9) -0.1773(4) 0.037(2) Uani 0.38 1 d PU B 2 H62A H -0.0385 0.3776 -0.1900 0.045 Uiso 0.38 1 calc PR B 2 C63 C -0.01472(13) 0.5014(6) -0.1859(3) 0.0699(19) Uani 0.62 1 d PU B 1 H63 H -0.0291 0.5382 -0.2112 0.084 Uiso 0.62 1 calc PR B 1 C63A C -0.01077(19) 0.4664(7) -0.2072(3) 0.046(2) Uani 0.38 1 d PU B 2 H63A H -0.0237 0.4867 -0.2393 0.055 Uiso 0.38 1 calc PR B 2 C64 C 0.11144(5) 0.25569(16) 0.45260(8) 0.0264(5) Uani 1 1 d . . . H64B H 0.1293 0.2941 0.4652 0.032 Uiso 1 1 calc R . . H64C H 0.0968 0.3027 0.4310 0.032 Uiso 1 1 calc R . . C64A C 0.0173(2) 0.5027(8) -0.1899(4) 0.042(2) Uani 0.38 1 d PU B 2 H64A H 0.0238 0.5437 -0.2105 0.050 Uiso 0.38 1 calc PR B 2 C67 C 0.16855(5) 0.14065(18) 0.46748(9) 0.0316(5) Uani 1 1 d . . . H67A H 0.1692 0.2035 0.4870 0.038 Uiso 1 1 calc R . . H67B H 0.1732 0.1590 0.4381 0.038 Uiso 1 1 calc R . . C70 C 0.00934(7) 0.3813(2) 0.06511(12) 0.0482(7) Uani 1 1 d . . . H70A H 0.0020 0.4518 0.0615 0.058 Uiso 1 1 calc R . . H70B H 0.0238 0.3735 0.0994 0.058 Uiso 1 1 calc R . . C72 C 0.02192(7) 0.3610(2) 0.02671(13) 0.0502(7) Uani 1 1 d . . . H72A H 0.0073 0.3657 -0.0076 0.060 Uiso 1 1 calc R . . H72B H 0.0299 0.2915 0.0313 0.060 Uiso 1 1 calc R . . C75 C 0.18817(5) 0.79284(17) 0.27251(9) 0.0266(5) Uani 1 1 d . . . H75A H 0.2041 0.8103 0.2627 0.032 Uiso 1 1 calc R . . H75B H 0.1720 0.8346 0.2515 0.032 Uiso 1 1 calc R . . C76 C 0.19591(5) 0.82389(19) 0.32772(9) 0.0315(5) Uani 1 1 d . . . H76A H 0.2130 0.7870 0.3490 0.038 Uiso 1 1 calc R . . H76B H 0.1806 0.8040 0.3387 0.038 Uiso 1 1 calc R . . C77 C 0.20103(6) 0.94001(19) 0.33521(10) 0.0362(6) Uani 1 1 d . . . H77A H 0.2157 0.9600 0.3225 0.043 Uiso 1 1 calc R . . H77B H 0.1836 0.9764 0.3149 0.043 Uiso 1 1 calc R . . C78 C 0.21011(8) 0.9736(3) 0.38995(12) 0.0579(9) Uani 1 1 d . . . H78A H 0.2136 1.0471 0.3923 0.087 Uiso 1 1 calc R . . H78B H 0.2273 0.9376 0.4104 0.087 Uiso 1 1 calc R . . H78C H 0.1953 0.9575 0.4023 0.087 Uiso 1 1 calc R . . C79 C 0.17538(5) 0.66350(19) 0.20244(8) 0.0273(5) Uani 1 1 d . . . H79A H 0.1667 0.5957 0.1921 0.033 Uiso 1 1 calc R . . H79B H 0.1616 0.7152 0.1827 0.033 Uiso 1 1 calc R . . C80 C 0.20162(5) 0.6704(2) 0.18810(9) 0.0311(5) Uani 1 1 d . . . H80A H 0.2120 0.6053 0.1963 0.037 Uiso 1 1 calc R . . H80B H 0.2142 0.7251 0.2080 0.037 Uiso 1 1 calc R . . C81 C 0.19262(6) 0.6935(2) 0.13071(10) 0.0362(6) Uani 1 1 d . . . H81A H 0.2082 0.6757 0.1201 0.043 Uiso 1 1 calc R . . H81B H 0.1764 0.6499 0.1115 0.043 Uiso 1 1 calc R . . C82 C 0.18457(8) 0.8065(2) 0.11754(13) 0.0528(8) Uani 1 1 d . . . H82A H 0.1790 0.8166 0.0812 0.079 Uiso 1 1 calc R . . H82B H 0.2007 0.8500 0.1356 0.079 Uiso 1 1 calc R . . H82C H 0.1689 0.8244 0.1274 0.079 Uiso 1 1 calc R . . C83 C 0.20513(5) 0.61094(17) 0.29335(8) 0.0257(5) Uani 1 1 d . . . H83A H 0.2222 0.6301 0.2875 0.031 Uiso 1 1 calc R . . H83B H 0.2086 0.6265 0.3290 0.031 Uiso 1 1 calc R . . C84 C 0.20099(5) 0.49449(17) 0.28572(9) 0.0272(5) Uani 1 1 d . . . H84A H 0.1993 0.4761 0.2512 0.033 Uiso 1 1 calc R . . H84B H 0.1836 0.4737 0.2899 0.033 Uiso 1 1 calc R . . C85 C 0.22656(5) 0.43767(19) 0.32505(9) 0.0318(5) Uani 1 1 d . . . H85A H 0.2436 0.4543 0.3186 0.038 Uiso 1 1 calc R . . H85B H 0.2294 0.4623 0.3592 0.038 Uiso 1 1 calc R . . C86 C 0.22253(6) 0.3203(2) 0.32307(11) 0.0393(6) Uani 1 1 d . . . H86A H 0.2205 0.2952 0.2897 0.059 Uiso 1 1 calc R . . H86B H 0.2057 0.3034 0.3295 0.059 Uiso 1 1 calc R . . H86C H 0.2389 0.2883 0.3487 0.059 Uiso 1 1 calc R . . C87 C 0.15362(4) 0.64755(17) 0.26706(9) 0.0248(4) Uani 1 1 d . . . H87A H 0.1478 0.5798 0.2514 0.030 Uiso 1 1 calc R . . H87B H 0.1581 0.6399 0.3036 0.030 Uiso 1 1 calc R . . C88 C 0.12839(5) 0.72114(18) 0.24528(9) 0.0267(5) Uani 1 1 d . . . H88A H 0.1278 0.7500 0.2130 0.032 Uiso 1 1 calc R . . H88B H 0.1304 0.7781 0.2690 0.032 Uiso 1 1 calc R . . C89 C 0.10046(5) 0.66146(19) 0.23648(9) 0.0281(5) Uani 1 1 d . . . H89A H 0.0848 0.7107 0.2266 0.034 Uiso 1 1 calc R . . H89B H 0.0969 0.6136 0.2081 0.034 Uiso 1 1 calc R . . C90 C 0.10068(5) 0.60078(18) 0.28294(9) 0.0317(5) Uani 1 1 d . . . H90A H 0.0819 0.5735 0.2762 0.048 Uiso 1 1 calc R . . H90B H 0.1062 0.6460 0.3123 0.048 Uiso 1 1 calc R . . H90C H 0.1141 0.5445 0.2897 0.048 Uiso 1 1 calc R . . C92 C 0.13910(6) 0.1934(2) 0.30464(9) 0.0345(5) Uani 1 1 d . . . H92A H 0.1322 0.2633 0.2940 0.041 Uiso 1 1 calc R . . H92B H 0.1591 0.1982 0.3272 0.041 Uiso 1 1 calc R . . C93 C 0.02405(6) 0.0332(2) 0.37509(11) 0.0399(6) Uani 1 1 d . . . H93A H 0.0075 -0.0066 0.3553 0.060 Uiso 1 1 calc R . . H93B H 0.0192 0.0816 0.3964 0.060 Uiso 1 1 calc R . . H93C H 0.0387 -0.0128 0.3963 0.060 Uiso 1 1 calc R . . C95 C 0.10372(6) 0.32831(19) 0.52747(10) 0.0358(6) Uani 1 1 d . . . H95A H 0.1223 0.3612 0.5376 0.043 Uiso 1 1 calc R . . H95B H 0.0898 0.3754 0.5043 0.043 Uiso 1 1 calc R . . C98 C 0.13655(7) 0.1296(2) 0.25752(10) 0.0440(7) Uani 1 1 d . . . H98A H 0.1170 0.1288 0.2340 0.066 Uiso 1 1 calc R . . H98B H 0.1428 0.0598 0.2678 0.066 Uiso 1 1 calc R . . H98C H 0.1482 0.1601 0.2411 0.066 Uiso 1 1 calc R . . C100 C 0.22056(6) 0.1060(2) 0.52044(12) 0.0489(7) Uani 1 1 d . . . H10A H 0.2256 0.1241 0.4918 0.073 Uiso 1 1 calc R . . H10B H 0.2336 0.0545 0.5410 0.073 Uiso 1 1 calc R . . H10C H 0.2216 0.1669 0.5409 0.073 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 Cl13 0.0184(2) 0.0415(3) 0.0202(2) -0.0055(2) 0.00137(19) 0.0005(2) Cl23 0.0195(2) 0.0301(3) 0.0376(3) -0.0074(2) 0.0169(2) 0.0006(2) Cl44 0.0176(4) 0.0335(6) 0.0225(4) -0.0058(3) 0.0012(3) -0.0004(3) Cl45 0.038(7) 0.068(8) 0.048(7) -0.033(7) 0.004(6) 0.007(7) Cl51 0.0409(3) 0.0364(3) 0.0428(3) 0.0129(3) 0.0279(3) 0.0071(3) Cl71 0.0599(5) 0.0658(5) 0.0849(6) 0.0107(5) 0.0395(5) -0.0071(4) Cl73 0.0641(5) 0.0441(4) 0.0738(5) 0.0039(4) 0.0374(4) -0.0070(4) S65 0.0136(2) 0.0139(2) 0.0174(2) 0.00128(17) 0.00594(17) 0.00122(17) O8 0.0207(7) 0.0265(8) 0.0273(8) -0.0089(6) 0.0073(6) 0.0001(6) O25 0.0227(7) 0.0325(8) 0.0259(8) 0.0030(6) 0.0118(6) -0.0053(6) O40 0.0368(9) 0.0382(10) 0.0323(9) -0.0186(7) 0.0148(8) -0.0063(8) O58 0.0367(9) 0.0202(8) 0.0308(9) 0.0069(6) 0.0071(7) 0.0020(7) O66 0.0216(7) 0.0225(7) 0.0184(7) 0.0037(6) 0.0077(6) 0.0021(6) O67 0.0183(7) 0.0154(7) 0.0254(7) 0.0030(6) 0.0082(6) -0.0001(5) O68 0.0190(7) 0.0179(7) 0.0233(7) -0.0027(6) 0.0094(6) 0.0011(5) O69 0.0133(7) 0.0245(7) 0.0274(8) 0.0013(6) 0.0069(6) 0.0014(6) N9 0.0131(8) 0.0196(8) 0.0197(8) -0.0043(7) 0.0048(7) -0.0006(6) N17 0.0123(7) 0.0194(8) 0.0170(8) -0.0012(6) 0.0051(6) 0.0015(6) N24 0.0144(8) 0.0212(8) 0.0187(8) -0.0010(6) 0.0078(7) -0.0012(7) N32 0.0361(10) 0.0137(8) 0.0280(10) 0.0010(7) 0.0189(8) 0.0004(7) N41 0.0213(9) 0.0202(9) 0.0193(9) -0.0053(7) 0.0071(7) -0.0047(7) N55 0.0179(8) 0.0159(8) 0.0211(8) -0.0023(7) 0.0059(7) -0.0037(7) N56 0.0231(9) 0.0145(8) 0.0225(9) 0.0025(7) 0.0050(7) -0.0010(7) N74 0.0175(8) 0.0222(9) 0.0212(9) 0.0000(7) 0.0063(7) 0.0003(7) C1 0.0209(10) 0.0279(11) 0.0249(11) -0.0008(9) 0.0046(9) 0.0019(9) C1A 0.0343(12) 0.0165(9) 0.0254(11) 0.0020(8) 0.0169(9) -0.0013(8) C1B 0.0490(15) 0.0234(11) 0.0325(12) 0.0053(9) 0.0243(11) 0.0048(10) C1C 0.0437(15) 0.0315(13) 0.0329(13) 0.0032(10) 0.0170(11) 0.0066(11) C1D 0.0370(13) 0.0281(12) 0.0406(14) 0.0041(10) 0.0209(11) -0.0020(10) C1E 0.0371(14) 0.0419(15) 0.0370(14) -0.0001(11) 0.0157(11) 0.0002(11) C1F 0.0679(19) 0.0301(13) 0.0391(14) -0.0001(11) 0.0313(14) 0.0017(13) C1G 0.041(3) 0.052(3) 0.060(4) 0.030(3) 0.010(3) 0.012(2) C2 0.0199(10) 0.0305(12) 0.0322(12) 0.0042(9) 0.0098(9) 0.0075(9) C3 0.0253(11) 0.0310(12) 0.0293(11) -0.0004(9) 0.0145(9) 0.0076(9) C4 0.0231(10) 0.0274(11) 0.0215(10) -0.0023(8) 0.0089(8) 0.0027(8) C5 0.0179(9) 0.0167(9) 0.0221(10) 0.0004(7) 0.0094(8) 0.0006(7) C6 0.0218(10) 0.0182(10) 0.0235(10) -0.0016(8) 0.0100(8) 0.0018(8) C7 0.0187(9) 0.0186(9) 0.0182(9) 0.0005(7) 0.0081(8) -0.0002(8) C8 0.0185(9) 0.0137(9) 0.0215(10) -0.0040(7) 0.0050(8) -0.0013(7) C9 0.0389(13) 0.0224(11) 0.0275(11) -0.0025(9) 0.0156(10) -0.0008(9) C10 0.0145(9) 0.0158(9) 0.0191(9) 0.0000(7) 0.0065(7) -0.0006(7) C11 0.0180(9) 0.0200(10) 0.0197(10) -0.0008(8) 0.0073(8) -0.0002(8) C12 0.0156(9) 0.0223(10) 0.0188(10) -0.0004(8) 0.0017(8) -0.0020(8) C13 0.0411(13) 0.0166(10) 0.0290(11) 0.0035(8) 0.0187(10) 0.0044(9) C14 0.0136(9) 0.0228(10) 0.0238(10) 0.0005(8) 0.0061(8) 0.0004(8) C15 0.0145(9) 0.0179(9) 0.0207(10) 0.0007(7) 0.0075(8) -0.0009(7) C16 0.0147(9) 0.0150(9) 0.0200(9) 0.0012(7) 0.0061(7) -0.0014(7) C17 0.0146(9) 0.0184(9) 0.0214(10) 0.0003(8) 0.0081(8) -0.0015(7) C18 0.0161(9) 0.0145(9) 0.0230(10) 0.0001(7) 0.0103(8) -0.0007(7) C19 0.0150(9) 0.0159(9) 0.0219(10) 0.0009(7) 0.0075(8) -0.0011(7) C20 0.0127(9) 0.0209(10) 0.0277(11) 0.0004(8) 0.0090(8) -0.0011(7) C21 0.0179(9) 0.0181(9) 0.0316(11) -0.0023(8) 0.0159(9) -0.0011(8) C22 0.0199(10) 0.0189(10) 0.0232(10) -0.0027(8) 0.0119(8) -0.0036(8) C26 0.0210(10) 0.0162(9) 0.0205(10) -0.0041(7) 0.0092(8) -0.0015(8) C27 0.0207(10) 0.0177(9) 0.0187(9) -0.0030(7) 0.0081(8) 0.0007(8) C28 0.0270(11) 0.0218(10) 0.0218(10) -0.0015(8) 0.0122(9) -0.0024(8) C29 0.0331(12) 0.0276(11) 0.0198(10) 0.0034(9) 0.0092(9) 0.0016(9) C30 0.0230(11) 0.0378(13) 0.0245(11) 0.0047(10) 0.0036(9) 0.0016(10) C31 0.0198(11) 0.0335(12) 0.0334(12) 0.0078(10) 0.0076(9) -0.0021(9) C32 0.0216(10) 0.0243(10) 0.0239(11) 0.0052(8) 0.0076(8) 0.0012(8) C33 0.0537(17) 0.0444(16) 0.0663(19) 0.0008(14) 0.0466(16) -0.0040(13) C34 0.071(2) 0.0521(18) 0.0557(18) -0.0096(14) 0.0499(17) -0.0027(15) C35 0.0520(16) 0.0378(14) 0.0396(14) -0.0101(11) 0.0297(13) -0.0027(12) C36 0.0314(12) 0.0239(11) 0.0263(11) -0.0005(9) 0.0152(9) 0.0035(9) C37 0.0284(11) 0.0278(11) 0.0297(11) -0.0005(9) 0.0170(10) 0.0013(9) C38 0.0363(13) 0.0327(13) 0.0431(14) -0.0005(11) 0.0236(12) -0.0033(10) C39 0.0276(11) 0.0218(10) 0.0227(10) -0.0032(8) 0.0095(9) 0.0025(9) C42 0.0206(10) 0.0158(9) 0.0210(10) -0.0052(8) 0.0060(8) -0.0021(8) C43 0.0263(11) 0.0199(10) 0.0201(10) -0.0028(8) 0.0062(8) -0.0012(8) C45 0.0182(10) 0.0242(11) 0.0243(11) -0.0062(8) 0.0014(8) -0.0016(8) C46 0.0202(10) 0.0218(10) 0.0273(11) -0.0040(8) 0.0085(9) -0.0031(8) C47 0.0228(10) 0.0159(9) 0.0259(10) -0.0028(8) 0.0098(8) -0.0020(8) C48 0.0224(10) 0.0157(9) 0.0235(10) -0.0030(8) 0.0079(8) -0.0009(8) C49 0.0241(10) 0.0186(10) 0.0319(12) -0.0004(8) 0.0144(9) -0.0007(8) C50 0.0324(12) 0.0169(10) 0.0320(12) 0.0035(8) 0.0205(10) 0.0021(8) C51 0.0386(13) 0.0189(10) 0.0349(12) 0.0002(9) 0.0219(11) -0.0053(9) C52 0.0319(11) 0.0160(9) 0.0223(10) 0.0000(8) 0.0110(9) 0.0027(8) C53 0.0249(10) 0.0113(9) 0.0230(10) -0.0021(7) 0.0070(8) 0.0011(8) C54 0.0229(10) 0.0124(9) 0.0243(10) -0.0027(7) 0.0099(8) -0.0016(7) C57 0.0309(12) 0.0144(9) 0.0235(11) -0.0010(8) 0.0056(9) 0.0025(8) C59 0.0275(12) 0.0202(11) 0.0343(12) 0.0027(9) 0.0013(10) 0.0033(9) C60 0.0225(11) 0.0299(12) 0.0277(11) -0.0004(9) 0.0043(9) 0.0041(9) C61 0.0249(12) 0.0338(13) 0.0455(15) -0.0016(11) 0.0063(11) 0.0011(10) C62 0.030(3) 0.066(4) 0.063(4) 0.014(3) 0.010(3) 0.005(3) C62A 0.023(4) 0.033(4) 0.042(5) -0.003(3) -0.002(3) -0.005(3) C63 0.037(3) 0.077(4) 0.080(4) 0.036(3) 0.005(3) 0.015(3) C63A 0.033(4) 0.043(4) 0.041(4) 0.010(3) -0.010(3) -0.008(3) C64 0.0399(13) 0.0169(10) 0.0285(11) 0.0009(8) 0.0200(10) 0.0024(9) C64A 0.036(4) 0.036(4) 0.039(4) 0.007(3) -0.001(3) -0.009(3) C67 0.0395(13) 0.0247(11) 0.0332(12) 0.0047(10) 0.0166(11) 0.0024(10) C70 0.0586(18) 0.0375(15) 0.0549(18) 0.0024(13) 0.0286(15) 0.0070(13) C72 0.0615(19) 0.0377(15) 0.0623(19) -0.0037(14) 0.0357(16) -0.0030(14) C75 0.0254(11) 0.0240(11) 0.0303(12) -0.0012(9) 0.0104(9) -0.0028(9) C76 0.0339(13) 0.0324(12) 0.0303(12) -0.0054(10) 0.0145(10) -0.0019(10) C77 0.0369(13) 0.0306(13) 0.0453(15) -0.0080(11) 0.0203(12) -0.0031(10) C78 0.071(2) 0.0537(19) 0.059(2) -0.0290(16) 0.0360(17) -0.0214(16) C79 0.0285(11) 0.0320(12) 0.0197(10) -0.0010(9) 0.0073(9) -0.0012(9) C80 0.0301(12) 0.0362(13) 0.0301(12) -0.0021(10) 0.0149(10) -0.0007(10) C81 0.0481(15) 0.0342(13) 0.0333(13) 0.0004(10) 0.0235(12) 0.0052(11) C82 0.077(2) 0.0402(16) 0.0585(19) 0.0144(14) 0.0455(18) 0.0120(15) C83 0.0222(10) 0.0294(11) 0.0228(11) -0.0004(9) 0.0055(8) 0.0021(9) C84 0.0272(11) 0.0270(11) 0.0260(11) -0.0006(9) 0.0086(9) 0.0040(9) C85 0.0282(12) 0.0327(12) 0.0335(13) 0.0033(10) 0.0105(10) 0.0061(10) C86 0.0434(15) 0.0332(13) 0.0439(15) 0.0085(11) 0.0196(12) 0.0126(11) C87 0.0221(10) 0.0258(11) 0.0279(11) 0.0006(9) 0.0111(9) -0.0010(9) C88 0.0246(11) 0.0260(11) 0.0304(12) 0.0025(9) 0.0115(9) 0.0008(9) C89 0.0188(10) 0.0326(12) 0.0328(12) 0.0027(9) 0.0096(9) 0.0016(9) C90 0.0362(13) 0.0260(12) 0.0389(13) 0.0007(10) 0.0210(11) 0.0011(10) C92 0.0444(14) 0.0340(13) 0.0316(13) -0.0021(10) 0.0218(11) -0.0039(11) C93 0.0378(14) 0.0355(14) 0.0458(15) 0.0030(12) 0.0151(12) -0.0039(11) C95 0.0556(16) 0.0256(12) 0.0335(13) 0.0028(10) 0.0252(12) 0.0064(11) C98 0.0657(19) 0.0418(15) 0.0347(14) 0.0024(12) 0.0305(14) 0.0112(14) C100 0.0419(16) 0.0536(18) 0.0490(17) 0.0039(14) 0.0147(13) 0.0084(13) _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 Cl13 C12 1.750(2) . ? Cl23 C21 1.751(2) . ? Cl44 C45 1.755(2) . ? Cl45 C45 1.743(12) . ? Cl51 C50 1.752(2) . ? Cl71 C70 1.804(3) . ? Cl73 C72 1.780(3) . ? S65 O69 1.4471(14) . ? S65 O66 1.4868(14) . ? S65 O67 1.4878(14) . ? S65 O68 1.4970(14) . ? O8 C7 1.231(2) . ? O25 C26 1.233(2) . ? O40 C39 1.232(3) . ? O58 C57 1.232(3) . ? N9 C7 1.363(3) . ? N9 C10 1.415(2) . ? N17 C18 1.377(2) . ? N17 C16 1.379(3) . ? N24 C26 1.355(3) . ? N24 C17 1.421(2) . ? N32 C13 1.516(3) . ? N32 C1A 1.522(3) . ? N32 C64 1.525(3) . ? N32 C51 1.528(3) . ? N41 C39 1.360(3) . ? N41 C42 1.415(3) . ? N55 C8 1.385(3) . ? N55 C54 1.385(3) . ? N56 C57 1.361(3) . ? N56 C53 1.409(3) . ? N74 C75 1.517(3) . ? N74 C87 1.519(3) . ? N74 C83 1.520(3) . ? N74 C79 1.540(3) . ? C1 C2 1.387(3) . ? C1 C6 1.392(3) . ? C1A C9 1.523(3) . ? C1B C64 1.514(3) . ? C1B C95 1.539(3) . ? C1C C100 1.516(4) . ? C1C C67 1.524(3) . ? C1D C51 1.518(3) . ? C1D C1E 1.544(4) . ? C1E C93 1.506(4) . ? C1F C95 1.518(3) . ? C1G C63 1.389(9) . ? C1G C59 1.391(6) . ? C2 C3 1.382(3) . ? C3 C4 1.388(3) . ? C4 C5 1.393(3) . ? C5 C6 1.394(3) . ? C5 C7 1.502(3) . ? C8 C42 1.401(3) . ? C8 C47 1.410(3) . ? C9 C92 1.524(3) . ? C10 C11 1.390(3) . ? C10 C16 1.404(3) . ? C11 C12 1.399(3) . ? C12 C14 1.378(3) . ? C13 C67 1.524(3) . ? C14 C15 1.398(3) . ? C15 C16 1.415(3) . ? C15 C19 1.444(3) . ? C17 C22 1.383(3) . ? C17 C18 1.400(3) . ? C18 C19 1.412(3) . ? C19 C20 1.402(3) . ? C20 C21 1.372(3) . ? C21 C22 1.398(3) . ? C26 C27 1.500(3) . ? C27 C32 1.394(3) . ? C27 C28 1.398(3) . ? C28 C29 1.380(3) . ? C29 C30 1.383(3) . ? C30 C31 1.389(3) . ? C31 C32 1.386(3) . ? C33 C38 1.381(4) . ? C33 C34 1.387(4) . ? C34 C35 1.377(4) . ? C35 C36 1.391(3) . ? C36 C37 1.398(3) . ? C36 C39 1.507(3) . ? C37 C38 1.388(3) . ? C42 C43 1.399(3) . ? C43 C45 1.398(3) . ? C45 C46 1.378(3) . ? C46 C47 1.399(3) . ? C47 C48 1.442(3) . ? C48 C49 1.397(3) . ? C48 C54 1.415(3) . ? C49 C50 1.375(3) . ? C50 C52 1.397(3) . ? C52 C53 1.394(3) . ? C53 C54 1.403(3) . ? C57 C59 1.502(3) . ? C59 C60 1.378(3) . ? C59 C64A 1.454(10) . ? C60 C61 1.392(3) . ? C61 C62 1.332(9) . ? C61 C62A 1.446(12) . ? C62 C63 1.372(11) . ? C62A C63A 1.382(16) . ? C63A C64A 1.396(13) . ? C70 C72 1.469(4) . ? C75 C76 1.504(3) . ? C76 C77 1.517(3) . ? C77 C78 1.494(4) . ? C79 C80 1.528(3) . ? C80 C81 1.531(3) . ? C81 C82 1.517(4) . ? C83 C84 1.516(3) . ? C84 C85 1.532(3) . ? C85 C86 1.522(4) . ? C87 C88 1.519(3) . ? C88 C89 1.543(3) . ? C89 C90 1.518(3) . ? C92 C98 1.522(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O69 S65 O66 112.02(8) . . ? O69 S65 O67 112.11(8) . . ? O66 S65 O67 107.55(8) . . ? O69 S65 O68 111.03(8) . . ? O66 S65 O68 107.35(8) . . ? O67 S65 O68 106.48(8) . . ? C7 N9 C10 125.45(17) . . ? C18 N17 C16 108.39(16) . . ? C26 N24 C17 121.49(17) . . ? C13 N32 C1A 110.50(17) . . ? C13 N32 C64 111.00(17) . . ? C1A N32 C64 106.09(15) . . ? C13 N32 C51 107.42(16) . . ? C1A N32 C51 111.01(17) . . ? C64 N32 C51 110.86(17) . . ? C39 N41 C42 122.66(18) . . ? C8 N55 C54 108.19(17) . . ? C57 N56 C53 127.14(19) . . ? C75 N74 C87 112.39(16) . . ? C75 N74 C83 109.82(16) . . ? C87 N74 C83 108.64(16) . . ? C75 N74 C79 107.88(16) . . ? C87 N74 C79 107.24(16) . . ? C83 N74 C79 110.85(16) . . ? C2 C1 C6 120.5(2) . . ? N32 C1A C9 115.21(17) . . ? C64 C1B C95 107.75(19) . . ? C100 C1C C67 112.2(2) . . ? C51 C1D C1E 111.9(2) . . ? C93 C1E C1D 114.3(2) . . ? C63 C1G C59 121.4(6) . . ? C3 C2 C1 119.3(2) . . ? C2 C3 C4 120.8(2) . . ? C3 C4 C5 120.0(2) . . ? C4 C5 C6 119.44(18) . . ? C4 C5 C7 117.54(18) . . ? C6 C5 C7 122.98(18) . . ? C1 C6 C5 119.94(19) . . ? O8 C7 N9 123.20(18) . . ? O8 C7 C5 121.12(18) . . ? N9 C7 C5 115.67(17) . . ? N55 C8 C42 129.11(19) . . ? N55 C8 C47 109.35(18) . . ? C42 C8 C47 121.53(18) . . ? C1A C9 C92 111.12(19) . . ? C11 C10 C16 117.33(17) . . ? C11 C10 N9 123.62(18) . . ? C16 C10 N9 119.04(17) . . ? C10 C11 C12 119.93(18) . . ? C14 C12 C11 123.81(18) . . ? C14 C12 Cl13 119.32(15) . . ? C11 C12 Cl13 116.86(16) . . ? N32 C13 C67 115.76(18) . . ? C12 C14 C15 116.82(18) . . ? C14 C15 C16 120.27(18) . . ? C14 C15 C19 133.20(18) . . ? C16 C15 C19 106.54(17) . . ? N17 C16 C10 128.98(17) . . ? N17 C16 C15 109.22(17) . . ? C10 C16 C15 121.80(18) . . ? C22 C17 C18 117.77(18) . . ? C22 C17 N24 121.30(18) . . ? C18 C17 N24 120.92(17) . . ? N17 C18 C17 129.05(18) . . ? N17 C18 C19 109.78(17) . . ? C17 C18 C19 121.17(18) . . ? C20 C19 C18 120.32(18) . . ? C20 C19 C15 133.66(18) . . ? C18 C19 C15 106.01(17) . . ? C21 C20 C19 117.36(18) . . ? C20 C21 C22 122.85(18) . . ? C20 C21 Cl23 119.30(16) . . ? C22 C21 Cl23 117.83(16) . . ? C17 C22 C21 120.52(19) . . ? O25 C26 N24 122.49(19) . . ? O25 C26 C27 120.08(18) . . ? N24 C26 C27 117.43(17) . . ? C32 C27 C28 119.20(19) . . ? C32 C27 C26 123.67(18) . . ? C28 C27 C26 117.05(18) . . ? C29 C28 C27 120.5(2) . . ? C28 C29 C30 120.0(2) . . ? C29 C30 C31 120.0(2) . . ? C32 C31 C30 120.2(2) . . ? C31 C32 C27 120.0(2) . . ? C38 C33 C34 119.9(2) . . ? C35 C34 C33 120.2(2) . . ? C34 C35 C36 120.6(3) . . ? C35 C36 C37 119.0(2) . . ? C35 C36 C39 116.9(2) . . ? C37 C36 C39 123.95(19) . . ? C38 C37 C36 120.1(2) . . ? C33 C38 C37 120.1(2) . . ? O40 C39 N41 121.9(2) . . ? O40 C39 C36 120.79(19) . . ? N41 C39 C36 117.27(18) . . ? C43 C42 C8 116.99(19) . . ? C43 C42 N41 121.61(19) . . ? C8 C42 N41 121.39(18) . . ? C45 C43 C42 120.4(2) . . ? C46 C45 C43 123.29(19) . . ? C46 C45 Cl45 127.7(8) . . ? C43 C45 Cl45 106.2(10) . . ? C46 C45 Cl44 118.01(17) . . ? C43 C45 Cl44 118.70(17) . . ? Cl45 C45 Cl44 21.6(12) . . ? C45 C46 C47 116.67(19) . . ? C46 C47 C8 120.99(19) . . ? C46 C47 C48 132.2(2) . . ? C8 C47 C48 106.73(18) . . ? C49 C48 C54 120.78(19) . . ? C49 C48 C47 133.0(2) . . ? C54 C48 C47 106.26(18) . . ? C50 C49 C48 116.8(2) . . ? C49 C50 C52 123.4(2) . . ? C49 C50 Cl51 118.92(17) . . ? C52 C50 Cl51 117.64(17) . . ? C1D C51 N32 115.10(18) . . ? C53 C52 C50 120.4(2) . . ? C52 C53 C54 117.13(19) . . ? C52 C53 N56 123.50(19) . . ? C54 C53 N56 119.37(19) . . ? N55 C54 C53 129.20(19) . . ? N55 C54 C48 109.39(18) . . ? C53 C54 C48 121.38(19) . . ? O58 C57 N56 122.8(2) . . ? O58 C57 C59 121.7(2) . . ? N56 C57 C59 115.44(19) . . ? C60 C59 C1G 115.4(3) . . ? C60 C59 C64A 120.7(4) . . ? C1G C59 C64A 27.4(4) . . ? C60 C59 C57 124.5(2) . . ? C1G C59 C57 119.2(3) . . ? C64A C59 C57 112.2(5) . . ? C59 C60 C61 121.3(2) . . ? C62 C61 C60 122.0(5) . . ? C62 C61 C62A 21.7(5) . . ? C60 C61 C62A 115.9(5) . . ? C61 C62 C63 117.9(7) . . ? C63A C62A C61 122.3(9) . . ? C62 C63 C1G 121.0(6) . . ? C62A C63A C64A 121.0(9) . . ? C1B C64 N32 117.87(18) . . ? C63A C64A C59 116.5(8) . . ? C13 C67 C1C 110.60(19) . . ? C72 C70 Cl71 108.4(2) . . ? C70 C72 Cl73 109.2(2) . . ? C76 C75 N74 116.51(19) . . ? C75 C76 C77 111.6(2) . . ? C78 C77 C76 113.4(2) . . ? C80 C79 N74 116.11(18) . . ? C79 C80 C81 110.4(2) . . ? C82 C81 C80 112.9(2) . . ? C84 C83 N74 116.59(18) . . ? C83 C84 C85 109.59(19) . . ? C86 C85 C84 112.5(2) . . ? C88 C87 N74 116.16(18) . . ? C87 C88 C89 109.44(18) . . ? C90 C89 C88 114.15(19) . . ? C98 C92 C9 111.9(2) . . ? C1F C95 C1B 114.2(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9 O66 0.77(3) 2.19(3) 2.920(2) 160(2) . N17 H17 O67 0.79(2) 1.95(3) 2.743(2) 178(3) . N24 H24 O68 0.80(3) 2.07(3) 2.860(2) 168(2) . N41 H41 O66 0.80(3) 2.07(3) 2.859(2) 168(2) 6_565 N55 H55 O68 0.79(3) 2.21(3) 2.823(2) 134(2) 6_565 N56 H56 O68 0.76(2) 2.01(2) 2.714(2) 153(2) 6_565 _diffrn_measured_fraction_theta_max 0.904 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.654 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 968837' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_kb71_xp _iucr_refine_instructions_details ; EQIV $1 1-X,1-Y,1-Z EQIV $2 +X,1-Y,-0.5+Z EADP C34 C33 L.S. 10 PLAN 4 SIZE 0.17 0.29 0.4 TEMP -173 HTAB N14 O3S_$1 HTAB N7 O5S_$1 RTAB CO C6 O2A RTAB CO C6 H6 O2A RTAB CO C13 O2A RTAB CO C13 H13c O2A RTAB CO C13A O2A RTAB CO C13A H13d O2A RTAB CO C11 O5S_$1 RTAB CO C11 H11a O5S_$1 HTAB N14 O2S_$1 HTAB N14 O4S_$2 HTAB N7 O3S_$2 HTAB N21 O4S_$1 HTAB N21 O4S_$2 RTAB CO C6 O2 RTAB CO C6 H6 O2 RTAB CO C13A O2 RTAB CO C13A H13d O2 HTAB N14 O3S_$2 BOND fmap 2 acta 55.0 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C24 H29 Cl2 N3 O2), 2(C16 H36 N), O4 S' _chemical_formula_sum 'C80 H130 Cl4 N8 O8 S' _chemical_formula_weight 1505.78 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' S S 0.1246 0.1234 '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 '-C 2yc' 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 26.289(2) _cell_length_b 14.5923(6) _cell_length_c 24.1216(13) _cell_angle_alpha 90.00 _cell_angle_beta 114.437(7) _cell_angle_gamma 90.00 _cell_volume 8424.6(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_theta_min 1.9260 _cell_measurement_theta_max 28.7520 _exptl_crystal_description unspecified _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.187 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3256 _exptl_absorpt_coefficient_mu 0.221 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9167 _exptl_absorpt_correction_T_max 0.9633 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Opal' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.4441 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42958 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0428 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.82 _reflns_number_total 9955 _reflns_number_gt 6436 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ortep, Wingx, Mercury, Olex2' _computing_publication_material SHELXTL-97 _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^)+(0.0514P)^2^+5.8033P] 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 9955 _refine_ls_number_parameters 633 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0914 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1287 _refine_ls_wR_factor_gt 0.1072 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.16974(8) 0.04657(12) 0.23727(9) 0.0464(4) Uani 0.66 1 d P A 1 Cl1A Cl 0.16694(15) 0.0158(2) 0.25023(17) 0.0457(7) Uani 0.34 1 d P A 2 Cl2 Cl 0.40933(14) -0.3706(2) 0.43426(16) 0.0524(6) Uani 0.76 1 d P A 1 Cl2A Cl 0.3967(5) -0.3611(7) 0.4313(5) 0.053(2) Uani 0.24 1 d P A 2 S1S S 0.50476(14) 0.94013(6) 0.76026(7) 0.0249(4) Uani 0.50 1 d P . . O1 O 0.57358(6) -0.21112(13) 0.43806(6) 0.0565(5) Uani 1 1 d . . . O2 O 0.2790(2) 0.2314(4) 0.1819(4) 0.078(2) Uani 0.482(8) 1 d P B 1 O2A O 0.30651(18) 0.2696(3) 0.21675(17) 0.0405(13) Uani 0.518(8) 1 d P B 2 O2S O 0.50608(12) 0.90701(18) 0.70314(12) 0.0266(5) Uani 0.50 1 d P . . O3S O 0.46242(12) 0.8915(2) 0.77435(13) 0.0340(7) Uani 0.50 1 d P . . O4S O 0.48984(15) 1.03972(16) 0.7531(2) 0.0293(8) Uani 0.50 1 d P . . O5S O 0.56038(9) 0.92918(16) 0.81052(10) 0.0270(5) Uani 0.50 1 d P . . N7 N 0.35156(8) 0.13247(13) 0.22597(8) 0.0433(4) Uani 1 1 d . . . H7 H 0.3824(11) 0.1136(17) 0.2270(11) 0.061(8) Uiso 1 1 d . . . N14 N 0.40494(7) -0.03159(13) 0.30101(7) 0.0360(4) Uani 1 1 d . A . H14 H 0.4278(9) -0.0034(15) 0.2957(10) 0.042(7) Uiso 1 1 d . . . N21 N 0.51016(6) -0.14382(12) 0.35232(7) 0.0331(4) Uani 1 1 d . . . H21 H 0.5070(8) -0.1106(14) 0.3231(9) 0.033(6) Uiso 1 1 d . . . N28 N 0.40937(6) 0.27784(12) 0.40466(6) 0.0373(4) Uani 1 1 d . . . C1 C 0.23950(9) 0.01834(19) 0.25718(10) 0.0549(7) Uani 1 1 d . . . C2 C 0.26480(9) -0.05850(18) 0.28982(10) 0.0514(6) Uani 1 1 d . A . H2 H 0.2450 -0.1018 0.3028 0.062 Uiso 1 1 calc R . . C3 C 0.32205(8) -0.06933(16) 0.30296(9) 0.0432(5) Uani 1 1 d . . . C4 C 0.34972(8) -0.00479(15) 0.28226(8) 0.0388(5) Uani 1 1 d . A . C5 C 0.32212(8) 0.07221(16) 0.24753(9) 0.0431(5) Uani 1 1 d . A . C6 C 0.26607(9) 0.08297(18) 0.23592(9) 0.0507(6) Uani 1 1 d . A . H6 H 0.2459 0.1345 0.2135 0.061 Uiso 1 1 calc R . . C8 C 0.3269(3) 0.2040(7) 0.1963(4) 0.047(2) Uani 0.482(8) 1 d P B 1 C8A C 0.3434(3) 0.2280(5) 0.2090(3) 0.0291(13) Uani 0.518(8) 1 d P B 2 C9 C 0.3693(8) 0.2558(11) 0.1782(8) 0.043(4) Uani 0.482(8) 1 d P B 1 H9A H 0.3708 0.3207 0.1907 0.052 Uiso 0.482(8) 1 calc PR B 1 H9B H 0.4069 0.2291 0.2007 0.052 Uiso 0.482(8) 1 calc PR B 1 C9A C 0.3777(8) 0.2757(10) 0.1827(7) 0.033(2) Uani 0.518(8) 1 d P B 2 H9AA H 0.4138 0.2431 0.1955 0.040 Uiso 0.518(8) 1 calc PR B 2 H9AB H 0.3858 0.3383 0.2001 0.040 Uiso 0.518(8) 1 calc PR B 2 C10 C 0.3556(6) 0.2523(6) 0.1133(7) 0.041(2) Uani 0.482(8) 1 d P B 1 C10A C 0.3498(6) 0.2836(6) 0.1095(7) 0.038(2) Uani 0.518(8) 1 d P B 2 C11 C 0.3555(3) 0.1520(5) 0.0945(4) 0.0559(18) Uani 0.482(8) 1 d P B 1 H11A H 0.3912 0.1233 0.1206 0.084 Uiso 0.482(8) 1 calc PR B 1 H11B H 0.3505 0.1492 0.0519 0.084 Uiso 0.482(8) 1 calc PR B 1 H11C H 0.3249 0.1192 0.0988 0.084 Uiso 0.482(8) 1 calc PR B 1 C11A C 0.3328(3) 0.1893(4) 0.0801(2) 0.0456(14) Uani 0.518(8) 1 d P B 2 H11D H 0.3652 0.1484 0.0952 0.068 Uiso 0.518(8) 1 calc PR B 2 H11E H 0.3187 0.1950 0.0358 0.068 Uiso 0.518(8) 1 calc PR B 2 H11F H 0.3034 0.1638 0.0906 0.068 Uiso 0.518(8) 1 calc PR B 2 C12 C 0.3912(6) 0.3274(9) 0.0882(6) 0.062(3) Uani 0.482(8) 1 d P B 1 H12A H 0.3932 0.3872 0.1075 0.093 Uiso 0.482(8) 1 calc PR B 1 H12B H 0.3718 0.3338 0.0439 0.093 Uiso 0.482(8) 1 calc PR B 1 H12C H 0.4291 0.3043 0.0989 0.093 Uiso 0.482(8) 1 calc PR B 1 C12A C 0.4039(5) 0.3024(7) 0.1042(5) 0.055(2) Uani 0.518(8) 1 d P B 2 H12D H 0.4168 0.3644 0.1190 0.082 Uiso 0.518(8) 1 calc PR B 2 H12E H 0.3981 0.2972 0.0615 0.082 Uiso 0.518(8) 1 calc PR B 2 H12F H 0.4321 0.2577 0.1288 0.082 Uiso 0.518(8) 1 calc PR B 2 C13 C 0.3012(3) 0.3004(8) 0.0748(3) 0.083(3) Uani 0.482(8) 1 d P B 1 H13A H 0.2960 0.3009 0.0322 0.125 Uiso 0.482(8) 1 calc PR B 1 H13B H 0.3025 0.3636 0.0892 0.125 Uiso 0.482(8) 1 calc PR B 1 H13C H 0.2701 0.2679 0.0783 0.125 Uiso 0.482(8) 1 calc PR B 1 C13A C 0.2985(3) 0.3459(5) 0.0912(3) 0.0631(18) Uani 0.518(8) 1 d P B 2 H13D H 0.2704 0.3163 0.1021 0.095 Uiso 0.518(8) 1 calc PR B 2 H13E H 0.2828 0.3567 0.0472 0.095 Uiso 0.518(8) 1 calc PR B 2 H13F H 0.3095 0.4045 0.1128 0.095 Uiso 0.518(8) 1 calc PR B 2 C15 C 0.41303(8) -0.11234(14) 0.33331(8) 0.0356(4) Uani 1 1 d . . . C16 C 0.46117(8) -0.16741(14) 0.35948(8) 0.0339(4) Uani 1 1 d . A . C17 C 0.45712(8) -0.24674(14) 0.38901(8) 0.0389(5) Uani 1 1 d . . . H17 H 0.4887 -0.2858 0.4070 0.047 Uiso 1 1 calc R A . C18 C 0.40699(9) -0.26955(15) 0.39254(9) 0.0441(5) Uani 1 1 d . A . C19 C 0.35916(9) -0.21779(16) 0.36629(9) 0.0464(5) Uani 1 1 d . . . H19 H 0.3254 -0.2355 0.3688 0.056 Uiso 1 1 calc R A . C20 C 0.36243(8) -0.13845(15) 0.33596(9) 0.0401(5) Uani 1 1 d . A . C22 C 0.56306(8) -0.16986(14) 0.39033(8) 0.0357(4) Uani 1 1 d . . . C23 C 0.60824(8) -0.14709(13) 0.36985(8) 0.0323(4) Uani 1 1 d . . . H23A H 0.6408(8) -0.1213(13) 0.4053(9) 0.039 Uiso 1 1 d . . . H23B H 0.5970(8) -0.0988(14) 0.3396(9) 0.039 Uiso 1 1 d . . . C24 C 0.62830(7) -0.23089(13) 0.34518(8) 0.0296(4) Uani 1 1 d . . . C25 C 0.67414(8) -0.19834(16) 0.32622(10) 0.0463(5) Uani 1 1 d . . . H25A H 0.6598 -0.1482 0.2968 0.069 Uiso 1 1 calc R . . H25B H 0.6857 -0.2493 0.3076 0.069 Uiso 1 1 calc R . . H25C H 0.7063 -0.1766 0.3622 0.069 Uiso 1 1 calc R . . C26 C 0.65219(8) -0.30576(14) 0.39326(9) 0.0404(5) Uani 1 1 d . . . H26A H 0.6830 -0.2806 0.4292 0.061 Uiso 1 1 calc R . . H26B H 0.6660 -0.3564 0.3766 0.061 Uiso 1 1 calc R . . H26C H 0.6229 -0.3284 0.4049 0.061 Uiso 1 1 calc R . . C27 C 0.57966(8) -0.27002(14) 0.28969(8) 0.0361(4) Uani 1 1 d . . . H27A H 0.5508 -0.2927 0.3020 0.054 Uiso 1 1 calc R . . H27B H 0.5931 -0.3205 0.2725 0.054 Uiso 1 1 calc R . . H27C H 0.5639 -0.2219 0.2590 0.054 Uiso 1 1 calc R . . C29 C 0.39270(8) 0.34541(18) 0.44158(9) 0.0443(5) Uani 1 1 d . C . H29A H 0.4235(10) 0.3845(16) 0.4606(10) 0.053 Uiso 1 1 d . . . H29B H 0.3888(9) 0.3092(16) 0.4725(11) 0.053 Uiso 1 1 d . . . C30 C 0.34044(8) 0.40166(17) 0.40777(9) 0.0482(6) Uani 1 1 d . . . H30A H 0.3098 0.3613 0.3813 0.058 Uiso 1 1 calc R C . H30B H 0.3477 0.4478 0.3818 0.058 Uiso 1 1 calc R . . C31 C 0.32382(10) 0.4492(2) 0.45377(11) 0.0630(7) Uani 1 1 d . C . H31A H 0.3564 0.4837 0.4827 0.076 Uiso 1 1 calc R . . H31B H 0.3140 0.4021 0.4772 0.076 Uiso 1 1 calc R . . C32 C 0.27468(10) 0.5150(2) 0.42527(12) 0.0671(8) Uani 1 1 d . . . H32A H 0.2636 0.5380 0.4568 0.101 Uiso 1 1 calc R C . H32B H 0.2431 0.4827 0.3940 0.101 Uiso 1 1 calc R . . H32C H 0.2857 0.5666 0.4066 0.101 Uiso 1 1 calc R . . C33 C 0.3568(2) 0.2189(4) 0.3810(3) 0.0294(10) Uani 0.450(6) 1 d P C 2 H33A H 0.3253 0.2564 0.3528 0.035 Uiso 0.450(6) 1 calc PR C 2 H33B H 0.3623 0.1676 0.3572 0.035 Uiso 0.450(6) 1 calc PR C 2 C33A C 0.37053(18) 0.1953(3) 0.37134(19) 0.0311(10) Uani 0.550(6) 1 d P C 1 H33C H 0.3351 0.2201 0.3404 0.037 Uiso 0.550(6) 1 calc PR C 1 H33D H 0.3888 0.1600 0.3496 0.037 Uiso 0.550(6) 1 calc PR C 1 C34 C 0.34013(18) 0.1791(3) 0.42970(19) 0.0294(10) Uani 0.450(6) 1 d P C 2 H34A H 0.3215(17) 0.230(3) 0.4436(19) 0.035 Uiso 0.450(6) 1 d P C 2 H34B H 0.3715(18) 0.159(3) 0.466(2) 0.035 Uiso 0.450(6) 1 d P C 2 C34A C 0.35652(14) 0.1294(3) 0.41243(15) 0.0322(11) Uani 0.550(6) 1 d P C 1 H34C H 0.3580 0.0660 0.3985 0.039 Uiso 0.550(6) 1 calc PR C 1 H34D H 0.3861 0.1349 0.4543 0.039 Uiso 0.550(6) 1 calc PR C 1 C35 C 0.2993(4) 0.1001(5) 0.4048(4) 0.0401(16) Uani 0.450(6) 1 d P C 2 H35A H 0.2652 0.1218 0.3703 0.048 Uiso 0.450(6) 1 calc PR C 2 H35B H 0.3164 0.0514 0.3895 0.048 Uiso 0.450(6) 1 calc PR C 2 C35A C 0.3010(3) 0.1426(5) 0.4151(3) 0.0461(15) Uani 0.550(6) 1 d P C 1 H35C H 0.2716 0.1456 0.3730 0.055 Uiso 0.550(6) 1 calc PR C 1 H35D H 0.3012 0.2021 0.4349 0.055 Uiso 0.550(6) 1 calc PR C 1 C36 C 0.28498(10) 0.06400(17) 0.45103(11) 0.0471(5) Uani 1 1 d . . . H36A H 0.3054 0.0738 0.4950 0.071 Uiso 0.550(6) 1 calc PR C 1 H36B H 0.2951 0.0041 0.4401 0.071 Uiso 0.550(6) 1 calc PR C 1 H36C H 0.2447 0.0658 0.4401 0.071 Uiso 0.550(6) 1 calc PR C 1 H36D H 0.321(2) 0.041(4) 0.492(3) 0.071 Uiso 0.450(6) 1 d P C 2 H36E H 0.257(2) 0.007(4) 0.432(3) 0.071 Uiso 0.450(6) 1 d P C 2 H36F H 0.259(2) 0.106(4) 0.467(3) 0.071 Uiso 0.450(6) 1 d P C 2 C37 C 0.46331(7) 0.23292(13) 0.44896(8) 0.0329(4) Uani 1 1 d . C . H37A H 0.4935 0.2793 0.4608 0.040 Uiso 1 1 calc R . . H37B H 0.4584 0.2161 0.4862 0.040 Uiso 1 1 calc R . . C38 C 0.48272(9) 0.14878(14) 0.42676(8) 0.0423(5) Uani 1 1 d . . . H38A H 0.4860 0.1627 0.3882 0.051 Uiso 1 1 calc R C . H38B H 0.4553 0.0986 0.4190 0.051 Uiso 1 1 calc R . . C39 C 0.53924(9) 0.11941(14) 0.47508(9) 0.0413(5) Uani 1 1 d . C . H39A H 0.5674 0.1667 0.4787 0.050 Uiso 1 1 calc R . . H39B H 0.5369 0.1148 0.5149 0.050 Uiso 1 1 calc R . . C40 C 0.55786(11) 0.02800(16) 0.45995(11) 0.0562(6) Uani 1 1 d . . . H40A H 0.5950 0.0127 0.4912 0.084 Uiso 1 1 calc R C . H40B H 0.5595 0.0319 0.4202 0.084 Uiso 1 1 calc R . . H40C H 0.5312 -0.0197 0.4587 0.084 Uiso 1 1 calc R . . C42 C 0.41820(8) 0.32460(14) 0.35282(8) 0.0387(5) Uani 1 1 d . C . H42A H 0.4337 0.2790 0.3336 0.046 Uiso 1 1 calc R . . H42B H 0.3813 0.3439 0.3217 0.046 Uiso 1 1 calc R . . C43 C 0.45645(8) 0.40733(13) 0.37077(9) 0.0364(4) Uani 1 1 d . . . H43A H 0.4912 0.3919 0.4066 0.044 Uiso 1 1 calc R C . H43B H 0.4379 0.4582 0.3824 0.044 Uiso 1 1 calc R . . C44 C 0.47099(9) 0.43830(16) 0.31858(10) 0.0480(5) Uani 1 1 d . C . H44A H 0.4921 0.3891 0.3091 0.058 Uiso 1 1 calc R . . H44B H 0.4361 0.4490 0.2818 0.058 Uiso 1 1 calc R . . C45 C 0.50546(12) 0.52512(16) 0.33451(14) 0.0677(8) Uani 1 1 d . . . H45A H 0.5379 0.5169 0.3734 0.102 Uiso 1 1 calc R C . H45B H 0.4826 0.5760 0.3379 0.102 Uiso 1 1 calc R . . H45C H 0.5182 0.5387 0.3025 0.102 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 Cl1 0.0330(5) 0.0580(10) 0.0471(8) -0.0085(7) 0.0155(5) 0.0020(7) Cl1A 0.0218(8) 0.061(2) 0.0528(17) -0.0026(12) 0.0140(9) 0.0040(12) Cl2 0.0484(9) 0.0569(11) 0.0530(8) -0.0137(7) 0.0223(6) -0.0114(7) Cl2A 0.081(6) 0.040(2) 0.044(2) 0.0095(16) 0.031(3) -0.014(3) S1S 0.0175(11) 0.0349(4) 0.0232(13) 0.0003(4) 0.0094(11) 0.0044(5) O1 0.0452(8) 0.0996(13) 0.0307(7) 0.0267(8) 0.0218(6) 0.0307(8) O2 0.032(2) 0.068(3) 0.137(5) 0.012(3) 0.037(3) 0.020(2) O2A 0.040(2) 0.0410(19) 0.047(2) 0.0059(15) 0.0237(17) 0.0174(16) O2S 0.0255(14) 0.0338(14) 0.0251(14) -0.0052(12) 0.0150(12) -0.0011(12) O3S 0.0194(13) 0.0529(18) 0.0313(15) 0.0082(13) 0.0121(12) -0.0012(13) O4S 0.029(3) 0.0370(12) 0.0208(13) 0.0009(14) 0.0088(16) 0.0106(12) O5S 0.0168(11) 0.0382(14) 0.0233(12) -0.0017(10) 0.0056(9) 0.0053(10) N7 0.0344(9) 0.0505(11) 0.0372(9) -0.0102(8) 0.0069(8) 0.0171(9) N14 0.0330(9) 0.0469(11) 0.0276(8) -0.0054(8) 0.0120(7) 0.0090(8) N21 0.0339(8) 0.0428(10) 0.0201(7) -0.0011(7) 0.0088(6) 0.0070(7) N28 0.0344(8) 0.0481(10) 0.0208(7) 0.0048(7) 0.0028(6) -0.0190(7) C1 0.0286(10) 0.0847(18) 0.0419(12) -0.0340(13) 0.0048(9) 0.0098(12) C2 0.0351(11) 0.0713(16) 0.0444(12) -0.0311(12) 0.0130(9) -0.0037(11) C3 0.0332(10) 0.0599(14) 0.0342(10) -0.0246(10) 0.0116(9) 0.0011(10) C4 0.0320(10) 0.0539(13) 0.0275(9) -0.0171(9) 0.0094(8) 0.0081(9) C5 0.0370(11) 0.0566(13) 0.0292(10) -0.0186(9) 0.0074(8) 0.0150(10) C6 0.0349(11) 0.0703(16) 0.0365(11) -0.0238(11) 0.0044(9) 0.0151(11) C8 0.026(4) 0.056(5) 0.053(5) -0.017(3) 0.011(3) 0.003(3) C8A 0.025(3) 0.033(3) 0.021(2) -0.005(2) 0.002(2) 0.009(2) C9 0.031(6) 0.032(6) 0.048(5) -0.020(4) -0.002(4) 0.010(5) C9A 0.033(5) 0.030(5) 0.028(3) -0.008(3) 0.003(3) 0.001(4) C10 0.030(3) 0.048(6) 0.038(4) -0.005(5) 0.007(3) -0.001(5) C10A 0.043(4) 0.034(4) 0.036(3) 0.005(4) 0.015(3) 0.000(4) C11 0.052(4) 0.060(4) 0.060(4) -0.024(3) 0.027(3) -0.015(3) C11A 0.042(3) 0.050(3) 0.033(2) 0.004(2) 0.004(2) 0.002(2) C12 0.068(7) 0.063(7) 0.067(6) 0.012(4) 0.040(5) -0.012(5) C12A 0.072(6) 0.049(5) 0.048(5) -0.004(4) 0.030(4) -0.009(4) C13 0.053(4) 0.129(8) 0.049(4) -0.004(4) 0.001(3) 0.035(5) C13A 0.070(4) 0.071(4) 0.043(3) 0.015(3) 0.017(3) 0.041(3) C15 0.0366(10) 0.0492(12) 0.0222(8) -0.0124(9) 0.0134(8) 0.0024(9) C16 0.0349(10) 0.0470(12) 0.0187(8) -0.0094(8) 0.0100(7) 0.0028(9) C17 0.0440(11) 0.0464(12) 0.0238(9) -0.0103(9) 0.0116(8) 0.0018(9) C18 0.0516(13) 0.0468(12) 0.0333(10) -0.0131(10) 0.0169(9) -0.0096(10) C19 0.0412(11) 0.0609(14) 0.0391(11) -0.0235(11) 0.0185(9) -0.0131(11) C20 0.0356(10) 0.0539(13) 0.0310(10) -0.0188(10) 0.0138(8) -0.0036(9) C22 0.0378(10) 0.0457(11) 0.0222(9) 0.0010(8) 0.0111(8) 0.0134(9) C23 0.0317(9) 0.0332(10) 0.0248(9) 0.0045(8) 0.0045(8) 0.0014(8) C24 0.0260(9) 0.0370(10) 0.0279(9) 0.0103(8) 0.0132(7) 0.0035(8) C25 0.0325(10) 0.0640(14) 0.0453(12) 0.0202(11) 0.0190(9) 0.0013(10) C26 0.0363(10) 0.0460(12) 0.0424(11) 0.0174(10) 0.0198(9) 0.0113(9) C27 0.0359(10) 0.0432(11) 0.0316(9) -0.0020(9) 0.0164(8) 0.0022(9) C29 0.0268(9) 0.0777(17) 0.0265(10) 0.0128(10) 0.0092(8) -0.0006(10) C30 0.0271(10) 0.0746(16) 0.0383(11) 0.0238(11) 0.0088(8) -0.0039(10) C31 0.0462(13) 0.097(2) 0.0534(14) 0.0407(14) 0.0282(11) 0.0213(13) C32 0.0440(13) 0.090(2) 0.0651(16) 0.0363(15) 0.0203(12) 0.0150(13) C33 0.0278(19) 0.032(2) 0.0262(17) -0.0023(14) 0.0090(13) -0.0064(15) C33A 0.024(2) 0.043(3) 0.0194(18) -0.0011(17) 0.0023(14) -0.0126(17) C34 0.0278(19) 0.032(2) 0.0262(17) -0.0023(14) 0.0090(13) -0.0064(15) C34A 0.0328(18) 0.035(2) 0.0269(17) -0.0029(16) 0.0109(14) -0.0103(16) C35 0.034(3) 0.042(4) 0.038(3) -0.004(3) 0.009(2) -0.012(3) C35A 0.028(2) 0.065(4) 0.040(3) 0.022(3) 0.009(2) -0.003(3) C36 0.0399(12) 0.0510(14) 0.0442(12) 0.0098(11) 0.0115(10) -0.0075(11) C37 0.0363(10) 0.0376(10) 0.0195(8) 0.0001(8) 0.0061(7) -0.0124(8) C38 0.0621(13) 0.0361(11) 0.0260(9) -0.0050(8) 0.0154(9) -0.0162(10) C39 0.0581(13) 0.0371(11) 0.0328(10) -0.0055(9) 0.0228(10) -0.0074(10) C40 0.0799(17) 0.0451(13) 0.0569(14) -0.0083(11) 0.0417(13) -0.0058(12) C42 0.0467(11) 0.0442(12) 0.0230(9) 0.0059(8) 0.0122(8) -0.0124(9) C43 0.0393(10) 0.0345(10) 0.0415(11) 0.0019(9) 0.0228(9) -0.0053(8) C44 0.0472(12) 0.0541(13) 0.0505(13) 0.0148(11) 0.0280(10) -0.0026(10) C45 0.0794(18) 0.0459(14) 0.105(2) 0.0142(14) 0.0648(17) -0.0066(13) _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 Cl1 C1 1.742(3) . ? Cl1A C1 1.845(4) . ? Cl2 C18 1.772(4) . ? Cl2A C18 1.714(8) . ? S1S S1S 0.453(3) 2_656 ? S1S O2S 1.141(4) 2_656 ? S1S O5S 1.472(3) . ? S1S O3S 1.474(5) . ? S1S O2S 1.474(3) . ? S1S O4S 1.496(3) . ? S1S O4S 1.508(3) 2_656 ? S1S O3S 1.595(4) 2_656 ? S1S O5S 1.859(3) 2_656 ? O1 C22 1.225(2) . ? O2 C8 1.228(9) . ? O2A C8A 1.221(8) . ? O2S O3S 0.813(3) 2_656 ? O2S S1S 1.141(4) 2_656 ? O2S O5S 1.670(4) 2_656 ? O3S O2S 0.812(3) 2_656 ? O3S S1S 1.595(4) 2_656 ? O4S O4S 0.613(4) 2_656 ? O4S S1S 1.508(3) 2_656 ? O5S O2S 1.670(4) 2_656 ? O5S S1S 1.859(3) 2_656 ? N7 C8 1.280(10) . ? N7 C5 1.406(3) . ? N7 C8A 1.444(8) . ? N14 C15 1.380(3) . ? N14 C4 1.386(2) . ? N21 C22 1.365(2) . ? N21 C16 1.411(2) . ? N28 C29 1.510(3) . ? N28 C42 1.524(2) . ? N28 C37 1.526(2) . ? N28 C33 1.524(6) . ? N28 C33A 1.568(4) . ? C1 C2 1.373(4) . ? C1 C6 1.392(4) . ? C2 C3 1.413(3) . ? C3 C4 1.402(3) . ? C3 C20 1.442(3) . ? C4 C5 1.410(3) . ? C5 C6 1.390(3) . ? C8 C9 1.55(2) . ? C8A C9A 1.473(19) . ? C9 C10 1.45(2) . ? C9A C10A 1.61(2) . ? C10 C13 1.515(13) . ? C10 C11 1.534(11) . ? C10 C12 1.706(19) . ? C10A C12A 1.50(2) . ? C10A C11A 1.528(11) . ? C10A C13A 1.532(12) . ? C15 C16 1.409(3) . ? C15 C20 1.411(3) . ? C16 C17 1.386(3) . ? C17 C18 1.396(3) . ? C18 C19 1.376(3) . ? C19 C20 1.391(3) . ? C22 C23 1.500(3) . ? C23 C24 1.545(3) . ? C24 C26 1.527(2) . ? C24 C27 1.529(3) . ? C24 C25 1.531(2) . ? C29 C30 1.516(3) . ? C30 C31 1.518(3) . ? C31 C32 1.526(3) . ? C33 C34 1.527(7) . ? C33A C34A 1.532(5) . ? C34 C35 1.519(8) . ? C34A C35A 1.501(8) . ? C35 C36 1.418(9) . ? C35A C36 1.594(6) . ? C37 C38 1.510(3) . ? C38 C39 1.522(3) . ? C39 C40 1.517(3) . ? C42 C43 1.515(3) . ? C43 C44 1.528(3) . ? C44 C45 1.512(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1S S1S O2S 130.1(10) 2_656 2_656 ? S1S S1S O5S 144.2(11) 2_656 . ? O2S S1S O5S 78.33(19) 2_656 . ? S1S S1S O3S 97.1(9) 2_656 . ? O2S S1S O3S 33.21(18) 2_656 . ? O5S S1S O3S 110.21(18) . . ? S1S S1S O2S 36.3(8) 2_656 . ? O2S S1S O2S 134.0(2) 2_656 . ? O5S S1S O2S 109.6(3) . . ? O3S S1S O2S 111.69(17) . . ? S1S S1S O4S 82.8(3) 2_656 . ? O2S S1S O4S 111.3(3) 2_656 . ? O5S S1S O4S 108.9(2) . . ? O3S S1S O4S 107.9(3) . . ? O2S S1S O4S 108.5(2) . . ? S1S S1S O4S 79.9(3) 2_656 2_656 ? O2S S1S O4S 130.5(3) 2_656 2_656 ? O5S S1S O4S 97.6(2) . 2_656 ? O3S S1S O4S 131.4(3) . 2_656 ? O2S S1S O4S 94.3(2) . 2_656 ? O4S S1S O4S 23.52(17) . 2_656 ? S1S S1S O3S 66.5(8) 2_656 2_656 ? O2S S1S O3S 125.36(17) 2_656 2_656 ? O5S S1S O3S 79.3(2) . 2_656 ? O3S S1S O3S 122.0(2) . 2_656 ? O2S S1S O3S 30.38(12) . 2_656 ? O4S S1S O3S 123.0(2) . 2_656 ? O4S S1S O3S 101.4(2) 2_656 2_656 ? S1S S1S O5S 27.6(9) 2_656 2_656 ? O2S S1S O5S 104.1(3) 2_656 2_656 ? O5S S1S O5S 166.2(2) . 2_656 ? O3S S1S O5S 70.96(19) . 2_656 ? O2S S1S O5S 58.81(15) . 2_656 ? O4S S1S O5S 83.1(2) . 2_656 ? O4S S1S O5S 91.1(2) 2_656 2_656 ? O3S S1S O5S 88.46(15) 2_656 2_656 ? O3S O2S S1S 96.5(3) 2_656 2_656 ? O3S O2S S1S 83.0(3) 2_656 . ? S1S O2S S1S 13.6(2) 2_656 . ? O3S O2S O5S 151.6(3) 2_656 2_656 ? S1S O2S O5S 59.7(2) 2_656 2_656 ? S1S O2S O5S 72.16(18) . 2_656 ? O2S O3S S1S 50.3(2) 2_656 . ? O2S O3S S1S 66.6(3) 2_656 2_656 ? S1S O3S S1S 16.38(13) . 2_656 ? O4S O4S S1S 79.3(2) 2_656 . ? O4S O4S S1S 77.2(2) 2_656 2_656 ? S1S O4S S1S 17.34(11) . 2_656 ? S1S O5S O2S 42.00(17) . 2_656 ? S1S O5S S1S 8.2(2) . 2_656 ? O2S O5S S1S 49.03(14) 2_656 2_656 ? C8 N7 C5 119.2(4) . . ? C8 N7 C8A 21.9(3) . . ? C5 N7 C8A 132.0(4) . . ? C15 N14 C4 108.74(19) . . ? C22 N21 C16 125.29(17) . . ? C29 N28 C42 111.80(16) . . ? C29 N28 C37 106.25(13) . . ? C42 N28 C37 110.74(15) . . ? C29 N28 C33 98.6(3) . . ? C42 N28 C33 111.6(2) . . ? C37 N28 C33 117.1(3) . . ? C29 N28 C33A 121.2(2) . . ? C42 N28 C33A 102.18(19) . . ? C37 N28 C33A 104.4(2) . . ? C33 N28 C33A 22.7(2) . . ? C2 C1 C6 124.5(2) . . ? C2 C1 Cl1 123.8(2) . . ? C6 C1 Cl1 111.70(19) . . ? C2 C1 Cl1A 105.8(2) . . ? C6 C1 Cl1A 129.6(2) . . ? Cl1 C1 Cl1A 17.96(10) . . ? C1 C2 C3 116.0(2) . . ? C4 C3 C2 120.4(2) . . ? C4 C3 C20 107.13(17) . . ? C2 C3 C20 132.4(2) . . ? N14 C4 C3 108.77(19) . . ? N14 C4 C5 129.1(2) . . ? C3 C4 C5 122.11(18) . . ? C6 C5 N7 123.7(2) . . ? C6 C5 C4 116.9(2) . . ? N7 C5 C4 119.45(18) . . ? C5 C6 C1 120.1(2) . . ? O2 C8 N7 130.3(8) . . ? O2 C8 C9 122.3(11) . . ? N7 C8 C9 107.4(10) . . ? O2A C8A N7 118.0(6) . . ? O2A C8A C9A 119.8(9) . . ? N7 C8A C9A 122.2(9) . . ? C10 C9 C8 113.5(11) . . ? C8A C9A C10A 115.0(12) . . ? C9 C10 C13 113.2(13) . . ? C9 C10 C11 108.8(10) . . ? C13 C10 C11 112.1(9) . . ? C9 C10 C12 115.5(11) . . ? C13 C10 C12 90.1(8) . . ? C11 C10 C12 116.2(11) . . ? C12A C10A C11A 103.4(9) . . ? C12A C10A C13A 128.2(8) . . ? C11A C10A C13A 110.3(9) . . ? C12A C10A C9A 95.1(11) . . ? C11A C10A C9A 110.9(8) . . ? C13A C10A C9A 107.7(11) . . ? N14 C15 C16 129.82(18) . . ? N14 C15 C20 109.16(18) . . ? C16 C15 C20 120.99(19) . . ? C17 C16 C15 117.45(18) . . ? C17 C16 N21 122.32(17) . . ? C15 C16 N21 120.15(18) . . ? C16 C17 C18 120.38(19) . . ? C19 C18 C17 123.2(2) . . ? C19 C18 Cl2A 111.0(4) . . ? C17 C18 Cl2A 125.8(4) . . ? C19 C18 Cl2 121.9(2) . . ? C17 C18 Cl2 114.9(2) . . ? Cl2A C18 Cl2 11.0(5) . . ? C18 C19 C20 117.1(2) . . ? C19 C20 C15 120.89(19) . . ? C19 C20 C3 132.93(19) . . ? C15 C20 C3 106.19(19) . . ? O1 C22 N21 122.61(18) . . ? O1 C22 C23 121.11(16) . . ? N21 C22 C23 116.26(16) . . ? C22 C23 C24 113.23(16) . . ? C26 C24 C27 109.28(16) . . ? C26 C24 C25 108.76(15) . . ? C27 C24 C25 109.33(15) . . ? C26 C24 C23 111.87(15) . . ? C27 C24 C23 109.74(14) . . ? C25 C24 C23 107.81(16) . . ? N28 C29 C30 117.12(17) . . ? C29 C30 C31 108.98(17) . . ? C30 C31 C32 113.9(2) . . ? C34 C33 N28 115.6(4) . . ? C34A C33A N28 115.5(3) . . ? C33 C34 C35 111.4(5) . . ? C35A C34A C33A 116.5(4) . . ? C36 C35 C34 110.1(5) . . ? C34A C35A C36 114.3(4) . . ? C35 C36 C35A 24.6(3) . . ? C38 C37 N28 116.96(14) . . ? C37 C38 C39 108.86(15) . . ? C40 C39 C38 111.92(17) . . ? C43 C42 N28 115.50(15) . . ? C42 C43 C44 111.27(17) . . ? C45 C44 C43 111.5(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N7 H7 O5S 0.85(3) 2.14(3) 2.938(3) 156(2) 5_666 N14 H14 O2S 0.78(2) 2.23(2) 2.997(3) 168(2) 5_666 N14 H14 O4S 0.78(2) 2.32(2) 2.909(3) 133(2) 6_565 N7 H7 O3S 0.85(3) 1.93(3) 2.676(3) 146(2) 6_565 N21 H21 O4S 0.83(2) 2.14(2) 2.963(4) 169.9(19) 5_666 N21 H21 O4S 0.83(2) 1.87(2) 2.694(5) 172.4(19) 6_565 N14 H14 O3S 0.78(2) 2.04(2) 2.772(4) 157(2) 6_565 _diffrn_measured_fraction_theta_max 0.904 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.273 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.045 _database_code_depnum_ccdc_archive 'CCDC 968838'