# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email lehn@unistra.fr _publ_contact_author_name 'Jean-Marie Lehn' loop_ _publ_author_name 'Jack Harrowfield' 'Artur Stefankiewicz' 'Jean-Marie Lehn' 'Augustin Madalan' 'Kari Rissanen' # Attachment '- KRAS153rd.cif' data_as15 _database_code_depnum_ccdc_archive 'CCDC 831647' #TrackingRef '- KRAS153rd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C107 H89 F24 N36 O29 S8 Zn4' _chemical_formula_weight 3317.1 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' F F 0.0171 0.0103 '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' Zn Zn 0.2839 1.4301 '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 17.6293(10) _cell_length_b 42.351(3) _cell_length_c 21.3809(12) _cell_angle_alpha 90 _cell_angle_beta 109.905(3) _cell_angle_gamma 90 _cell_volume 15009.8(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6716 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type sphere #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_unetI/netI 0.1248 _diffrn_reflns_number 22187 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -50 _diffrn_reflns_limit_k_max 47 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _reflns_number_total 13089 _reflns_number_gt 4392 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 13089 _refine_ls_number_parameters 946 _refine_ls_number_restraints 47 _refine_ls_R_factor_all 0.2366 _refine_ls_R_factor_gt 0.1182 _refine_ls_wR_factor_ref 0.3604 _refine_ls_wR_factor_gt 0.3081 _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_restrained_S_all 0.948 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.784 _refine_diff_density_min -0.43 _refine_diff_density_rms 0.108 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8305(9) 0.1551(3) 0.5463(8) 0.196(8) Uani 1 1 d . . . H1 H 0.8164 0.1753 0.5265 0.236 Uiso 1 1 calc R . . C2 C 0.9049(11) 0.1504(4) 0.5915(11) 0.294(14) Uani 1 1 d . . . H2 H 0.9379 0.1681 0.61 0.352 Uiso 1 1 calc R . . C3 C 0.9336(13) 0.1210(5) 0.6111(12) 0.37(2) Uani 1 1 d . . . H3 H 0.9886 0.118 0.6376 0.439 Uiso 1 1 calc R . . C4 C 0.8811(10) 0.0947(4) 0.5919(9) 0.251(11) Uani 1 1 d . . . H4 H 0.8978 0.0736 0.6046 0.301 Uiso 1 1 calc R . . C5 C 0.8011(8) 0.1028(3) 0.5520(6) 0.158(6) Uani 1 1 d . . . C6 C 0.7406(7) 0.0783(2) 0.5268(5) 0.121(4) Uani 1 1 d . . . H6 H 0.7527 0.0568 0.5384 0.146 Uiso 1 1 calc R . . C7 C 0.6214(6) 0.0326(2) 0.4755(5) 0.115(3) Uani 1 1 d . . . H7A H 0.6674 0.0251 0.464 0.172 Uiso 1 1 calc R . . H7B H 0.5725 0.0214 0.4487 0.172 Uiso 1 1 calc R . . H7C H 0.6312 0.0287 0.5228 0.172 Uiso 1 1 calc R . . C8 C 0.5398(6) 0.0803(2) 0.4254(4) 0.087(2) Uani 1 1 d . . . C9 C 0.4706(5) 0.0614(2) 0.3947(4) 0.083(2) Uani 1 1 d . . . H9 H 0.4724 0.039 0.3978 0.1 Uiso 1 1 calc R . . C10 C 0.4003(5) 0.0774(2) 0.3600(5) 0.087(3) Uani 1 1 d . . . C11 C 0.4640(5) 0.1250(2) 0.3845(4) 0.080(2) Uani 1 1 d . . . C12 C 0.4607(5) 0.1600(2) 0.3838(6) 0.091(3) Uani 1 1 d . . . C13 C 0.4400(6) 0.1745(2) 0.4320(5) 0.108(3) Uani 1 1 d . . . H13 H 0.4266 0.1626 0.4644 0.13 Uiso 1 1 calc R . . C14 C 0.4388(7) 0.2076(3) 0.4331(7) 0.130(4) Uani 1 1 d . . . H14 H 0.4277 0.2185 0.4678 0.156 Uiso 1 1 calc R . . C15 C 0.4531(8) 0.2231(3) 0.3859(9) 0.145(6) Uani 1 1 d . . . H15 H 0.4489 0.2454 0.3856 0.174 Uiso 1 1 calc R . . C16 C 0.4746(6) 0.2085(3) 0.3351(8) 0.126(4) Uani 1 1 d . . . H16 H 0.4859 0.2208 0.3021 0.152 Uiso 1 1 calc R . . C17 C 0.4789(6) 0.1769(2) 0.3344(6) 0.103(3) Uani 1 1 d . . . H17 H 0.4938 0.1663 0.3013 0.123 Uiso 1 1 calc R . . C18 C 0.1969(6) 0.0632(2) 0.2652(5) 0.096(3) Uani 1 1 d . . . H18 H 0.191 0.0409 0.2645 0.116 Uiso 1 1 calc R . . C19 C 0.1311(6) 0.0837(3) 0.2320(4) 0.100(3) Uani 1 1 d . . . C20 C 0.0546(6) 0.0718(3) 0.1953(5) 0.107(3) Uani 1 1 d . . . H20 H 0.045 0.0497 0.1932 0.129 Uiso 1 1 calc R . . C21 C -0.0074(7) 0.0927(3) 0.1618(6) 0.118(4) Uani 1 1 d . . . H21 H -0.0592 0.0851 0.1355 0.141 Uiso 1 1 calc R . . C22 C 0.0086(6) 0.1238(3) 0.1678(5) 0.117(4) Uani 1 1 d . . . H22 H -0.0331 0.1384 0.1464 0.141 Uiso 1 1 calc R . . C23 C 0.0857(6) 0.1354(3) 0.2052(5) 0.106(3) Uani 1 1 d . . . H23 H 0.0952 0.1575 0.2087 0.127 Uiso 1 1 calc R . . C24 C 0.6079(9) 0.1280(3) 0.5983(8) 0.143(5) Uani 1 1 d . . . H24 H 0.61 0.106 0.5905 0.172 Uiso 1 1 calc R . . C25 C 0.5912(14) 0.1384(4) 0.6555(8) 0.213(9) Uani 1 1 d . . . H25 H 0.5789 0.1243 0.6852 0.256 Uiso 1 1 calc R . . C26 C 0.5943(14) 0.1714(5) 0.6644(10) 0.235(10) Uani 1 1 d . . . H26 H 0.5863 0.1805 0.7023 0.281 Uiso 1 1 calc R . . C27 C 0.6081(11) 0.1891(4) 0.6203(11) 0.184(7) Uani 1 1 d . . . H27 H 0.6097 0.2112 0.6275 0.22 Uiso 1 1 calc R . . C28 C 0.6199(8) 0.1790(4) 0.5669(8) 0.126(4) Uani 1 1 d . . . C29 C 0.6395(6) 0.1992(3) 0.5222(8) 0.109(3) Uani 1 1 d . . . H29 H 0.6451 0.2213 0.5291 0.13 Uiso 1 1 calc R . . C30 C 0.6766(6) 0.1859(3) 0.3749(7) 0.094(3) Uani 1 1 d . . . C31 C 0.6918(5) 0.2007(3) 0.3261(8) 0.105(3) Uani 1 1 d . . . H31 H 0.6909 0.2231 0.3234 0.126 Uiso 1 1 calc R . . C32 C 0.2915(5) 0.1830(3) 0.2191(7) 0.089(3) Uani 1 1 d . . . C33 C 0.6903(5) 0.1381(2) 0.3301(5) 0.078(3) Uani 1 1 d . . . C34 C 0.6931(6) 0.1029(2) 0.3368(5) 0.102(3) Uani 1 1 d . . . C35 C 0.7666(7) 0.0895(2) 0.3752(5) 0.116(4) Uani 1 1 d . . . H35 H 0.8119 0.1023 0.3978 0.139 Uiso 1 1 calc R . . C36 C 0.7712(9) 0.0575(3) 0.3794(6) 0.135(4) Uani 1 1 d . . . H36 H 0.8204 0.0477 0.4051 0.162 Uiso 1 1 calc R . . C37 C 0.7057(13) 0.0394(3) 0.3469(7) 0.148(6) Uani 1 1 d . . . H37 H 0.7106 0.0171 0.3515 0.178 Uiso 1 1 calc R . . C38 C 0.6341(9) 0.0516(3) 0.3083(6) 0.128(4) Uani 1 1 d . . . H38 H 0.5904 0.0381 0.285 0.154 Uiso 1 1 calc R . . C39 C 0.6261(7) 0.0843(2) 0.3036(5) 0.109(3) Uani 1 1 d . . . H39 H 0.5762 0.0937 0.2784 0.131 Uiso 1 1 calc R . . C41 C 0.2362(7) 0.1826(3) 0.3659(9) 0.123(4) Uani 1 1 d . . . H41 H 0.2262 0.2039 0.3741 0.148 Uiso 1 1 calc R . . C42 C 0.2246(7) 0.1586(4) 0.4080(7) 0.111(3) Uani 1 1 d . . . C43 C 0.1984(8) 0.1634(5) 0.4605(10) 0.154(5) Uani 1 1 d . . . H43 H 0.1854 0.1842 0.4702 0.185 Uiso 1 1 calc R . . C44 C 0.1908(10) 0.1397(6) 0.4980(8) 0.163(6) Uani 1 1 d . . . H44 H 0.1787 0.144 0.5371 0.196 Uiso 1 1 calc R . . C45 C 0.1997(8) 0.1100(4) 0.4823(8) 0.126(4) Uani 1 1 d . . . H45 H 0.1898 0.0926 0.5065 0.151 Uiso 1 1 calc R . . C46 C 0.2245(7) 0.1064(4) 0.4279(8) 0.129(4) Uani 1 1 d . . . H46 H 0.2345 0.0855 0.4168 0.155 Uiso 1 1 calc R . . C51 C 0.580(5) 0.0469(9) 0.699(3) 0.74(6) Uani 1 1 d . . . C52 C 0.102(4) 0.0106(6) 0.4613(19) 0.43(4) Uani 1 1 d . . . C53 C 1.011(2) 0.1993(8) 0.4595(14) 0.30(2) Uani 1 1 d . . . C61 C 0.4040(15) 0.0798(4) 0.5347(11) 0.262(15) Uani 1 1 d D . . C62 C 0.3776(14) 0.0493(5) 0.5588(17) 0.53(4) Uani 1 1 d D . . H62A H 0.4201 0.0334 0.5662 0.79 Uiso 1 1 calc R . . H62B H 0.328 0.0416 0.5251 0.79 Uiso 1 1 calc R . . H62C H 0.3677 0.0532 0.6005 0.79 Uiso 1 1 calc R . . F1 F 0.5578(17) 0.0180(5) 0.7382(19) 0.58(2) Uani 1 1 d . . . F2 F 0.5557(18) 0.0656(3) 0.7172(12) 0.368(12) Uani 1 1 d . . . F3 F 0.6543(13) 0.0516(5) 0.7634(8) 0.389(13) Uani 1 1 d . . . F4 F 0.0782(12) 0.0390(5) 0.4773(10) 0.333(9) Uani 1 1 d . . . F5 F 0.1025(11) -0.0045(4) 0.5084(9) 0.382(11) Uani 1 1 d . . . F6 F 0.0193(11) 0.0028(10) 0.4180(17) 0.57(3) Uani 1 1 d . . . F7 F 1.0074(9) 0.1956(5) 0.5192(10) 0.320(8) Uani 1 1 d . . . F8 F 1.0330(7) 0.1867(5) 0.4304(16) 0.57(3) Uani 1 1 d . . . F9 F 1.0212(7) 0.2362(4) 0.4569(9) 0.325(9) Uani 1 1 d . . . N1 N 0.7785(5) 0.1324(2) 0.5297(5) 0.132(3) Uani 1 1 d . . . N2 N 0.6727(5) 0.08654(17) 0.4896(4) 0.096(2) Uani 1 1 d . . . N3 N 0.6109(5) 0.06641(16) 0.4623(4) 0.090(2) Uani 1 1 d . . . N4 N 0.5360(4) 0.11229(15) 0.4200(4) 0.086(2) Uani 1 1 d . . . N5 N 0.3968(4) 0.10915(15) 0.3562(3) 0.087(2) Uani 1 1 d . B . N6 N 0.3308(5) 0.06021(17) 0.3303(4) 0.096(2) Uani 1 1 d . . . H6A H 0.3301 0.0395 0.3336 0.115 Uiso 1 1 calc R . . N7 N 0.2640(5) 0.07663(18) 0.2958(4) 0.091(2) Uani 1 1 d . B . N8 N 0.1453(5) 0.1154(2) 0.2356(4) 0.099(2) Uani 1 1 d . B . N11 N 0.6200(6) 0.1472(3) 0.5578(5) 0.120(3) Uani 1 1 d . . . N12 N 0.6492(5) 0.1864(2) 0.4734(6) 0.102(2) Uani 1 1 d . . . N13 N 0.6656(5) 0.2026(2) 0.4254(6) 0.117(3) Uani 1 1 d . . . H13A H 0.6692 0.2233 0.4266 0.14 Uiso 1 1 calc R . . N14 N 0.6747(4) 0.15376(16) 0.3800(4) 0.085(2) Uani 1 1 d . . . N15 N 0.2944(4) 0.15065(19) 0.2212(5) 0.097(2) Uani 1 1 d . . . N16 N 0.2737(5) 0.1959(2) 0.2710(7) 0.118(3) Uani 1 1 d . . . N17 N 0.2605(5) 0.1758(2) 0.3156(6) 0.109(3) Uani 1 1 d . B . N18 N 0.2356(5) 0.1296(3) 0.3895(5) 0.117(3) Uani 1 1 d . B . N21 N 0.4238(9) 0.1033(4) 0.5193(7) 0.198(6) Uani 1 1 d D . . O1 O 0.6861(6) 0.00247(19) 0.6847(5) 0.176(4) Uani 1 1 d . . . O2 O 0.5554(10) 0.0127(3) 0.6119(9) 0.330(11) Uani 1 1 d . . . O3 O 0.6599(9) 0.0532(2) 0.6339(6) 0.235(6) Uani 1 1 d . . . O4 O 0.1219(9) 0.0309(3) 0.3589(8) 0.280(8) Uani 1 1 d . . . O5 O 0.1617(9) -0.0196(3) 0.3951(10) 0.294(9) Uani 1 1 d . . . O6 O 0.2316(11) 0.0186(5) 0.4606(15) 0.448(19) Uani 1 1 d . . . O7 O 0.8584(6) 0.2221(2) 0.4555(6) 0.196(4) Uani 1 1 d . . . O8 O 0.8706(5) 0.1716(2) 0.4113(6) 0.195(4) Uani 1 1 d . . . O9 O 0.8794(8) 0.2186(5) 0.3469(7) 0.304(10) Uani 1 1 d . . . S1 S 0.6257(3) 0.02566(9) 0.6565(2) 0.1618(15) Uani 1 1 d . . . S2 S 0.1560(3) 0.01173(12) 0.4116(3) 0.193(2) Uani 1 1 d . . . S3 S 0.8926(3) 0.20465(11) 0.4143(3) 0.194(2) Uani 1 1 d . . . Zn1 Zn 0.65151(7) 0.13620(2) 0.46995(6) 0.0996(5) Uani 1 1 d . . . Zn2 Zn 0.26914(6) 0.12620(3) 0.29992(6) 0.0997(5) Uani 1 1 d . . . S4 S 0.8642(10) 0.1685(4) 0.7640(10) 0.572(15) Uani 0.5 1 d PD A 1 O11 O 0.857(2) 0.1762(7) 0.8276(11) 0.572(15) Uani 0.5 1 d PD A 1 O12 O 0.8023(19) 0.1480(5) 0.7223(16) 0.572(15) Uani 0.5 1 d PD A 1 O10 O 0.9448(14) 0.1622(7) 0.765(2) 0.572(15) Uani 0.5 1 d PD A 1 F10 F 0.9068(14) 0.2226(7) 0.727(2) 0.572(15) Uani 0.5 1 d PD A 1 F12 F 0.803(2) 0.2019(8) 0.6552(11) 0.572(15) Uani 0.5 1 d PD A 1 F11 F 0.793(2) 0.2238(6) 0.7417(19) 0.572(15) Uani 0.5 1 d PD A 1 C54 C 0.8408(11) 0.2061(4) 0.7197(12) 0.572(15) Uani 0.5 1 d PD A 1 C40 C 0.2584(12) 0.2286(4) 0.2733(12) 0.124(8) Uani 0.5 1 d P B 1 H40A H 0.2467 0.2334 0.3139 0.187 Uiso 0.5 1 calc PR B 1 H40B H 0.2119 0.2344 0.2344 0.187 Uiso 0.5 1 calc PR B 1 H40C H 0.3058 0.2406 0.2731 0.187 Uiso 0.5 1 calc PR B 1 O4W O 0.245(4) 0.2630(12) 0.4360(15) 0.51(5) Uani 0.5 1 d P C 1 S4A S 0.2320(8) 0.2804(4) 0.3780(9) 0.433(9) Uani 0.5 1 d PD D 2 O10A O 0.2116(14) 0.2663(6) 0.3130(10) 0.433(9) Uani 0.5 1 d PD D 2 O11A O 0.2330(15) 0.2592(5) 0.4310(12) 0.433(9) Uani 0.5 1 d PD D 2 O12A O 0.2966(9) 0.3032(5) 0.3944(16) 0.433(9) Uani 0.5 1 d PD D 2 F10A F 0.0811(9) 0.2964(6) 0.3179(11) 0.433(9) Uani 0.5 1 d PD D 2 F11A F 0.1582(14) 0.3351(4) 0.3612(15) 0.433(9) Uani 0.5 1 d PD D 2 F12A F 0.1222(13) 0.3032(6) 0.4228(11) 0.433(9) Uani 0.5 1 d PD D 2 C54A C 0.1440(8) 0.3050(4) 0.3696(9) 0.433(9) Uani 0.5 1 d PD D 2 C64 C 0 0.2530(5) 0.25 0.52(3) Uani 1 2 d SD E 3 H64A H 0.0392 0.2636 0.2339 0.787 Uiso 0.5 1 calc PR E 3 H64B H -0.0078 0.2655 0.286 0.787 Uiso 0.5 1 calc PR E 3 H64C H -0.0516 0.251 0.2134 0.787 Uiso 0.5 1 calc PR E 3 C63 C 0.0311(14) 0.2203(5) 0.2760(13) 0.204(12) Uani 0.5 1 d PD . 3 N22 N 0.0596(13) 0.1962(4) 0.2929(12) 0.165(6) Uani 0.5 1 d PD F 3 C65 C 0.9648(14) 0.2100(7) 0.7042(13) 0.204(12) Uani 0.5 1 d PD . 4 C66 C 1.023(3) 0.2113(13) 0.666(3) 0.52(3) Uani 0.5 1 d PD G 4 H66A H 1.0779 0.2156 0.697 0.787 Uiso 0.5 1 calc PR G 4 H66B H 1.0072 0.2281 0.6326 0.787 Uiso 0.5 1 calc PR G 4 H66C H 1.023 0.191 0.6439 0.787 Uiso 0.5 1 calc PR G 4 N23 N 0.9277(15) 0.2079(6) 0.7386(14) 0.165(6) Uani 0.5 1 d PD . 4 O1W O 0.8315(9) 0.2375(4) 0.5637(8) 0.146(5) Uani 0.5 1 d P H 5 O2W O 1 0.0671(7) 0.75 0.362(15) Uani 1 2 d S . . O3W O 0.1422(16) -0.0246(7) 0.1980(16) 0.489(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.147(12) 0.111(10) 0.224(15) 0.034(9) -0.076(11) -0.066(10) C2 0.180(16) 0.130(14) 0.38(3) 0.073(16) -0.148(17) -0.066(12) C3 0.24(2) 0.192(19) 0.39(3) 0.09(2) -0.24(2) -0.116(18) C4 0.150(13) 0.140(13) 0.30(2) 0.065(13) -0.134(14) -0.020(11) C5 0.156(12) 0.100(9) 0.134(9) 0.037(7) -0.060(8) -0.031(8) C6 0.098(8) 0.080(7) 0.138(9) 0.001(6) -0.021(7) -0.017(6) C7 0.106(8) 0.056(6) 0.163(9) 0.010(5) 0.020(7) 0.007(5) C8 0.074(6) 0.070(6) 0.092(6) -0.004(5) -0.006(5) -0.005(5) C9 0.087(7) 0.056(5) 0.104(6) -0.008(5) 0.029(6) -0.016(5) C10 0.047(5) 0.077(7) 0.119(7) -0.010(5) 0.005(5) -0.012(5) C11 0.073(6) 0.062(6) 0.086(6) -0.016(4) 0.002(5) -0.012(5) C12 0.062(6) 0.071(7) 0.116(8) -0.038(6) 0.001(5) -0.006(5) C13 0.114(8) 0.068(7) 0.126(8) -0.005(6) 0.018(7) 0.004(6) C14 0.111(9) 0.097(10) 0.163(12) -0.045(8) 0.020(9) -0.006(8) C15 0.117(11) 0.073(9) 0.192(16) 0.006(9) -0.016(10) -0.020(7) C16 0.094(8) 0.089(10) 0.173(12) -0.002(8) 0.015(8) -0.016(7) C17 0.086(7) 0.059(7) 0.144(9) 0.000(6) 0.014(6) -0.017(5) C18 0.086(7) 0.069(6) 0.112(7) -0.010(5) 0.005(6) -0.027(6) C19 0.073(7) 0.126(9) 0.089(7) -0.006(6) 0.010(5) -0.033(7) C20 0.079(7) 0.116(8) 0.105(7) -0.003(6) 0.005(6) -0.034(7) C21 0.089(8) 0.116(9) 0.132(9) -0.010(8) 0.018(7) -0.049(8) C22 0.071(7) 0.165(12) 0.104(8) 0.011(7) 0.013(6) -0.014(7) C23 0.068(7) 0.097(7) 0.127(8) -0.003(6) 0.000(6) -0.009(6) C24 0.185(13) 0.086(9) 0.135(11) -0.004(9) 0.023(9) -0.019(8) C25 0.38(3) 0.133(14) 0.124(12) 0.002(10) 0.079(15) 0.045(15) C26 0.40(3) 0.154(17) 0.183(17) -0.094(14) 0.144(19) -0.006(18) C27 0.25(2) 0.140(14) 0.154(15) 0.041(13) 0.063(14) 0.017(12) C28 0.134(10) 0.140(14) 0.095(9) -0.028(10) 0.029(8) 0.005(9) C29 0.108(8) 0.089(8) 0.103(9) -0.036(8) 0.003(7) -0.020(6) C30 0.084(7) 0.068(7) 0.114(8) -0.016(7) 0.013(6) -0.007(5) C31 0.067(7) 0.073(7) 0.160(11) 0.001(8) 0.019(7) -0.001(5) C32 0.061(6) 0.081(8) 0.111(8) -0.025(7) 0.012(5) 0.002(5) C33 0.051(5) 0.054(6) 0.104(7) -0.011(6) -0.006(5) 0.001(4) C34 0.114(9) 0.064(6) 0.115(8) 0.007(5) 0.023(7) 0.014(6) C35 0.123(9) 0.068(7) 0.120(8) 0.005(5) -0.008(7) 0.036(6) C36 0.158(13) 0.100(10) 0.135(10) 0.021(8) 0.033(9) 0.045(9) C37 0.26(2) 0.055(7) 0.139(12) 0.026(7) 0.079(13) 0.029(10) C38 0.185(13) 0.064(8) 0.143(10) -0.019(7) 0.065(10) -0.032(8) C39 0.137(9) 0.070(7) 0.115(8) -0.026(6) 0.036(7) -0.029(6) C41 0.080(8) 0.124(11) 0.144(11) -0.040(10) 0.011(8) 0.002(7) C42 0.087(8) 0.146(13) 0.100(9) -0.015(9) 0.031(7) 0.004(8) C43 0.115(10) 0.199(18) 0.146(14) -0.029(13) 0.042(10) 0.035(10) C44 0.148(13) 0.24(2) 0.118(12) 0.003(14) 0.062(10) 0.014(14) C45 0.122(10) 0.150(13) 0.116(10) -0.007(9) 0.055(8) 0.012(9) C46 0.092(8) 0.141(12) 0.134(11) -0.010(10) 0.012(8) -0.009(8) C51 1.67(15) 0.33(4) 0.73(7) -0.37(4) 1.06(10) -0.46(7) C52 0.99(12) 0.154(19) 0.32(4) 0.12(2) 0.46(6) 0.09(4) C53 0.36(4) 0.29(3) 0.26(2) -0.18(3) 0.13(3) -0.23(3) C61 0.170(19) 0.139(18) 0.37(3) -0.06(2) -0.044(18) -0.011(15) C62 0.23(3) 0.151(19) 0.95(9) 0.21(3) -0.12(4) -0.061(19) F1 0.64(4) 0.280(19) 1.10(6) 0.34(3) 0.68(4) 0.20(2) F2 0.69(3) 0.163(10) 0.46(3) -0.019(13) 0.45(3) 0.024(15) F3 0.52(3) 0.41(3) 0.253(13) -0.109(14) 0.147(17) 0.22(2) F4 0.293(19) 0.35(2) 0.39(2) 0.142(18) 0.162(17) 0.093(17) F5 0.35(2) 0.40(2) 0.367(19) 0.246(19) 0.079(17) 0.083(16) F6 0.200(17) 0.80(7) 0.68(6) 0.39(5) 0.11(2) -0.03(2) F7 0.204(12) 0.31(2) 0.38(2) -0.020(17) 0.011(15) 0.007(12) F8 0.119(8) 0.43(3) 1.05(6) -0.54(3) 0.042(18) 0.027(11) F9 0.185(10) 0.295(16) 0.45(2) -0.210(16) 0.048(11) -0.087(10) N1 0.108(7) 0.080(6) 0.145(7) -0.012(5) -0.041(5) -0.019(5) N2 0.072(5) 0.069(5) 0.117(6) -0.005(4) -0.009(5) -0.002(4) N3 0.085(5) 0.058(5) 0.115(6) -0.008(4) 0.018(5) -0.002(4) N4 0.080(5) 0.042(4) 0.115(5) -0.011(4) 0.005(4) -0.011(4) N5 0.072(5) 0.050(4) 0.110(5) -0.012(4) -0.005(4) -0.009(4) N6 0.092(6) 0.062(5) 0.117(6) -0.012(4) 0.014(5) -0.022(5) N7 0.085(6) 0.069(5) 0.107(6) -0.001(4) 0.017(5) -0.003(5) N8 0.078(6) 0.085(6) 0.127(6) -0.018(5) 0.027(5) -0.026(5) N11 0.121(7) 0.073(6) 0.142(9) -0.019(6) 0.015(6) -0.014(5) N12 0.098(6) 0.074(6) 0.115(7) -0.029(6) 0.011(5) -0.021(5) N13 0.107(7) 0.053(5) 0.162(9) -0.012(6) 0.008(6) -0.019(5) N14 0.078(5) 0.053(5) 0.108(6) -0.010(4) 0.011(4) -0.024(4) N15 0.067(5) 0.075(6) 0.132(7) -0.023(5) 0.011(5) 0.002(4) N16 0.092(6) 0.084(7) 0.162(9) -0.004(7) 0.023(6) -0.010(5) N17 0.074(6) 0.109(8) 0.131(8) -0.022(7) 0.019(5) 0.005(5) N18 0.088(6) 0.123(8) 0.129(8) -0.028(8) 0.024(6) -0.003(6) N21 0.136(11) 0.222(18) 0.202(12) -0.063(13) 0.014(9) 0.006(13) O1 0.153(8) 0.078(5) 0.289(11) 0.018(6) 0.065(7) 0.019(5) O2 0.280(17) 0.150(10) 0.43(2) -0.044(11) -0.049(16) -0.119(11) O3 0.379(18) 0.093(6) 0.284(12) -0.001(7) 0.180(13) -0.045(9) O4 0.308(16) 0.199(11) 0.43(2) 0.173(13) 0.252(16) 0.150(12) O5 0.235(14) 0.143(10) 0.52(3) 0.091(13) 0.157(16) 0.086(10) O6 0.153(12) 0.29(2) 0.71(4) -0.17(2) -0.11(2) 0.052(13) O7 0.190(9) 0.115(7) 0.297(12) -0.073(7) 0.098(9) 0.015(6) O8 0.102(6) 0.146(9) 0.281(11) -0.063(8) -0.007(6) 0.025(6) O9 0.150(11) 0.51(3) 0.210(12) 0.024(15) 0.002(10) -0.051(13) S1 0.207(4) 0.089(2) 0.183(3) -0.005(2) 0.058(3) -0.028(3) S2 0.155(4) 0.135(4) 0.296(6) 0.082(4) 0.087(4) 0.061(3) S3 0.130(3) 0.116(3) 0.304(6) -0.070(4) 0.030(4) 0.025(3) Zn1 0.0884(8) 0.0619(7) 0.1179(9) -0.0173(6) -0.0045(6) -0.0084(5) Zn2 0.0726(7) 0.0797(8) 0.1282(10) -0.0190(6) 0.0100(6) -0.0110(6) S4 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) O11 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) O12 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) O10 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) F10 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) F12 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) F11 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) C54 0.37(2) 0.61(3) 0.58(3) 0.18(2) -0.03(2) -0.07(2) C40 0.115(16) 0.035(10) 0.22(2) -0.029(12) 0.046(16) 0.009(10) O4W 0.97(12) 0.42(6) 0.19(2) 0.11(3) 0.27(5) 0.30(7) S4A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) O10A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) O11A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) O12A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) F10A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) F11A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) F12A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) C54A 0.464(19) 0.42(2) 0.47(2) -0.171(17) 0.235(19) -0.206(15) C64 0.62(9) 0.13(2) 0.82(10) 0 0.23(7) 0 C63 0.18(2) 0.095(13) 0.24(3) 0.058(15) -0.051(17) -0.010(15) N22 0.168(15) 0.088(10) 0.248(18) -0.011(11) 0.081(13) 0.014(9) C65 0.18(2) 0.095(13) 0.24(3) 0.058(15) -0.051(17) -0.010(15) C66 0.62(9) 0.13(2) 0.82(10) 0 0.23(7) 0 N23 0.168(15) 0.088(10) 0.248(18) -0.011(11) 0.081(13) 0.014(9) O1W 0.114(11) 0.117(12) 0.189(14) 0.030(10) 0.028(10) 0.010(9) O2W 0.37(3) 0.38(3) 0.203(17) 0 -0.073(19) 0 O3W 0.39(3) 0.40(3) 0.63(4) -0.11(3) 0.10(3) 0.05(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.291(13) . ? C1 C2 1.353(18) . ? C1 H1 0.95 . ? C2 C3 1.36(2) . ? C2 H2 0.95 . ? C3 C4 1.42(2) . ? C3 H3 0.95 . ? C4 C5 1.420(17) . ? C4 H4 0.95 . ? C5 N1 1.351(13) . ? C5 C6 1.452(14) . ? C6 N2 1.240(11) . ? C6 H6 0.95 . ? C7 N3 1.458(10) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 N4 1.361(10) . ? C8 N3 1.365(10) . ? C8 C9 1.417(11) . ? C9 C10 1.385(11) . ? C9 H9 0.95 . ? C10 N5 1.349(10) . ? C10 N6 1.379(10) . ? C11 N5 1.316(9) . ? C11 N4 1.349(10) . ? C11 C12 1.485(12) . ? C12 C13 1.353(12) . ? C12 C17 1.400(13) . ? C13 C14 1.399(15) . ? C13 H13 0.95 . ? C14 C15 1.299(16) . ? C14 H14 0.95 . ? C15 C16 1.408(17) . ? C15 H15 0.95 . ? C16 C17 1.340(14) . ? C16 H16 0.95 . ? C17 H17 0.95 . ? C18 N7 1.275(10) . ? C18 C19 1.431(13) . ? C18 H18 0.95 . ? C19 N8 1.362(12) . ? C19 C20 1.403(12) . ? C20 C21 1.399(14) . ? C20 H20 0.95 . ? C21 C22 1.348(14) . ? C21 H21 0.95 . ? C22 C23 1.409(13) . ? C22 H22 0.95 . ? C23 N8 1.334(12) . ? C23 H23 0.95 . ? C24 N11 1.258(14) . ? C24 C25 1.422(19) . ? C24 H24 0.95 . ? C25 C26 1.41(2) . ? C25 H25 0.95 . ? C26 C27 1.29(2) . ? C26 H26 0.95 . ? C27 C28 1.301(19) . ? C27 H27 0.95 . ? C28 N11 1.363(16) . ? C28 C29 1.409(17) . ? C29 N12 1.236(12) . ? C29 H29 0.95 . ? C30 C31 1.320(13) . ? C30 N13 1.359(13) . ? C30 N14 1.365(12) . ? C31 C32 1.332(13) 2_655 ? C31 H31 0.95 . ? C32 C31 1.332(13) 2_655 ? C32 N16 1.365(12) . ? C32 N15 1.373(12) . ? C33 N15 1.327(11) 2_655 ? C33 N14 1.362(11) . ? C33 C34 1.493(13) . ? C34 C39 1.397(13) . ? C34 C35 1.398(12) . ? C35 C36 1.357(14) . ? C35 H35 0.95 . ? C36 C37 1.363(18) . ? C36 H36 0.95 . ? C37 C38 1.353(17) . ? C37 H37 0.95 . ? C38 C39 1.392(14) . ? C38 H38 0.95 . ? C39 H39 0.95 . ? C41 N17 1.318(14) . ? C41 C42 1.418(16) . ? C41 H41 0.95 . ? C42 N18 1.322(15) . ? C42 C43 1.367(17) . ? C43 C44 1.32(2) . ? C43 H43 0.95 . ? C44 C45 1.32(2) . ? C44 H44 0.95 . ? C45 C46 1.384(17) . ? C45 H45 0.95 . ? C46 N18 1.339(15) . ? C46 H46 0.95 . ? C51 F2 1.04(5) . ? C51 F3 1.56(9) . ? C51 F1 1.61(3) . ? C51 S1 1.67(4) . ? C52 F5 1.19(2) . ? C52 F4 1.36(3) . ? C52 F6 1.47(7) . ? C52 S2 1.65(3) . ? C53 F8 0.99(3) . ? C53 F7 1.31(3) . ? C53 F9 1.58(4) . ? C53 S3 1.99(4) . ? C61 N21 1.1401(18) . ? C61 C62 1.5201(18) . ? C62 H62A 0.98 . ? C62 H62B 0.98 . ? C62 H62C 0.98 . ? N1 Zn1 2.173(8) . ? N2 N3 1.350(9) . ? N2 Zn1 2.152(7) . ? N4 Zn1 2.198(7) . ? N5 Zn2 2.278(7) . ? N6 N7 1.350(9) . ? N6 H6A 0.88 . ? N7 Zn2 2.102(7) . ? N8 Zn2 2.196(8) . ? N11 Zn1 2.182(11) . ? N12 N13 1.346(11) . ? N12 Zn1 2.129(9) . ? N13 H13A 0.88 . ? N14 Zn1 2.226(8) . ? N15 C33 1.327(11) 2_655 ? N15 Zn2 2.148(9) . ? N16 N17 1.356(12) . ? N16 C40 1.415(18) . ? N17 Zn2 2.141(10) . ? N18 Zn2 2.193(11) . ? O1 S1 1.422(9) . ? O2 S1 1.394(12) . ? O3 S1 1.469(9) . ? O4 S2 1.354(12) . ? O5 S2 1.386(14) . ? O6 S2 1.418(15) . ? O7 S3 1.432(9) . ? O8 S3 1.448(11) . ? O9 S3 1.500(15) . ? S4 O11 1.4421(18) . ? S4 O10 1.4423(18) . ? S4 O12 1.4427(18) . ? S4 C54 1.8246(18) . ? F10 C54 1.3222(19) . ? F12 C54 1.3223(19) . ? F11 C54 1.3224(19) . ? C40 H40A 0.98 . ? C40 H40B 0.98 . ? C40 H40C 0.98 . ? S4A O12A 1.4420(18) . ? S4A O10A 1.4422(18) . ? S4A O11A 1.4430(18) . ? S4A C54A 1.8246(18) . ? F10A C54A 1.3222(19) . ? F11A C54A 1.3226(19) . ? F12A C54A 1.3224(19) . ? C64 C63 1.5211(19) . ? C64 H64A 0.98 . ? C64 H64B 0.98 . ? C64 H64C 0.98 . ? C63 N22 1.141(2) . ? C63 C63 1.27(5) 2 ? C65 N23 1.142(2) . ? C65 C66 1.522(2) . ? C65 N23 1.88(3) 2_756 ? C65 C65 1.93(5) 2_756 ? C66 H66A 0.98 . ? C66 H66B 0.98 . ? C66 H66C 0.98 . ? N23 C65 1.88(3) 2_756 ? N23 C66 1.93(5) 2_756 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 120.8(13) . . ? N1 C1 H1 119.6 . . ? C2 C1 H1 119.6 . . ? C1 C2 C3 121.6(14) . . ? C1 C2 H2 119.2 . . ? C3 C2 H2 119.2 . . ? C2 C3 C4 119.6(15) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 113.7(14) . . ? C3 C4 H4 123.1 . . ? C5 C4 H4 123.1 . . ? N1 C5 C4 123.4(11) . . ? N1 C5 C6 116.0(10) . . ? C4 C5 C6 120.3(12) . . ? N2 C6 C5 117.7(10) . . ? N2 C6 H6 121.1 . . ? C5 C6 H6 121.1 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C8 N3 119.1(7) . . ? N4 C8 C9 120.8(8) . . ? N3 C8 C9 120.1(8) . . ? C10 C9 C8 116.4(8) . . ? C10 C9 H9 121.8 . . ? C8 C9 H9 121.8 . . ? N5 C10 N6 118.8(8) . . ? N5 C10 C9 122.3(7) . . ? N6 C10 C9 118.9(8) . . ? N5 C11 N4 125.7(8) . . ? N5 C11 C12 118.6(8) . . ? N4 C11 C12 115.5(7) . . ? C13 C12 C17 122.2(10) . . ? C13 C12 C11 117.8(11) . . ? C17 C12 C11 120.0(9) . . ? C12 C13 C14 118.5(11) . . ? C12 C13 H13 120.8 . . ? C14 C13 H13 120.8 . . ? C15 C14 C13 118.9(14) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 123.6(14) . . ? C14 C15 H15 118.2 . . ? C16 C15 H15 118.2 . . ? C17 C16 C15 118.4(13) . . ? C17 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? C16 C17 C12 118.3(12) . . ? C16 C17 H17 120.8 . . ? C12 C17 H17 120.8 . . ? N7 C18 C19 115.9(9) . . ? N7 C18 H18 122.1 . . ? C19 C18 H18 122.1 . . ? N8 C19 C20 120.6(10) . . ? N8 C19 C18 118.0(8) . . ? C20 C19 C18 121.4(11) . . ? C21 C20 C19 119.6(10) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C22 C21 C20 117.9(10) . . ? C22 C21 H21 121 . . ? C20 C21 H21 121 . . ? C21 C22 C23 121.7(11) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? N8 C23 C22 120.2(10) . . ? N8 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? N11 C24 C25 121.6(13) . . ? N11 C24 H24 119.2 . . ? C25 C24 H24 119.2 . . ? C26 C25 C24 114.5(16) . . ? C26 C25 H25 122.7 . . ? C24 C25 H25 122.7 . . ? C27 C26 C25 119.0(16) . . ? C27 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C26 C27 C28 125(2) . . ? C26 C27 H27 117.3 . . ? C28 C27 H27 117.3 . . ? C27 C28 N11 117.2(16) . . ? C27 C28 C29 123.3(16) . . ? N11 C28 C29 119.3(13) . . ? N12 C29 C28 116.3(12) . . ? N12 C29 H29 121.8 . . ? C28 C29 H29 121.8 . . ? C31 C30 N13 120.1(12) . . ? C31 C30 N14 123.6(12) . . ? N13 C30 N14 116.2(11) . . ? C30 C31 C32 117.5(12) . 2_655 ? C30 C31 H31 121.3 . . ? C32 C31 H31 121.3 2_655 . ? C31 C32 N16 122.4(12) 2_655 . ? C31 C32 N15 124.6(11) 2_655 . ? N16 C32 N15 112.9(12) . . ? N15 C33 N14 127.1(8) 2_655 . ? N15 C33 C34 118.0(9) 2_655 . ? N14 C33 C34 114.9(10) . . ? C39 C34 C35 121.4(9) . . ? C39 C34 C33 121.4(9) . . ? C35 C34 C33 117.1(9) . . ? C36 C35 C34 117.9(11) . . ? C36 C35 H35 121.1 . . ? C34 C35 H35 121.1 . . ? C35 C36 C37 120.5(12) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C38 C37 C36 123.3(12) . . ? C38 C37 H37 118.4 . . ? C36 C37 H37 118.4 . . ? C37 C38 C39 118.2(12) . . ? C37 C38 H38 120.9 . . ? C39 C38 H38 120.9 . . ? C38 C39 C34 118.7(11) . . ? C38 C39 H39 120.7 . . ? C34 C39 H39 120.7 . . ? N17 C41 C42 121.2(13) . . ? N17 C41 H41 119.4 . . ? C42 C41 H41 119.4 . . ? N18 C42 C43 120.6(15) . . ? N18 C42 C41 114.0(13) . . ? C43 C42 C41 125.2(18) . . ? C44 C43 C42 121.1(17) . . ? C44 C43 H43 119.4 . . ? C42 C43 H43 119.4 . . ? C43 C44 C45 121.6(17) . . ? C43 C44 H44 119.2 . . ? C45 C44 H44 119.2 . . ? C44 C45 C46 114.6(15) . . ? C44 C45 H45 122.7 . . ? C46 C45 H45 122.7 . . ? N18 C46 C45 126.1(14) . . ? N18 C46 H46 116.9 . . ? C45 C46 H46 116.9 . . ? F2 C51 F3 84(4) . . ? F2 C51 F1 100(2) . . ? F3 C51 F1 85(4) . . ? F2 C51 S1 163(3) . . ? F3 C51 S1 97(5) . . ? F1 C51 S1 97(3) . . ? F5 C52 F4 100(2) . . ? F5 C52 F6 98(4) . . ? F4 C52 F6 92(4) . . ? F5 C52 S2 136(4) . . ? F4 C52 S2 115.6(18) . . ? F6 C52 S2 105(3) . . ? F8 C53 F7 135(5) . . ? F8 C53 F9 116(3) . . ? F7 C53 F9 101.3(18) . . ? F8 C53 S3 109(2) . . ? F7 C53 S3 96(2) . . ? F9 C53 S3 89(2) . . ? N21 C61 C62 177(3) . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C1 N1 C5 119.7(11) . . ? C1 N1 Zn1 126.8(9) . . ? C5 N1 Zn1 113.4(7) . . ? C6 N2 N3 124.2(8) . . ? C6 N2 Zn1 117.6(7) . . ? N3 N2 Zn1 118.2(6) . . ? N2 N3 C8 115.2(7) . . ? N2 N3 C7 120.4(8) . . ? C8 N3 C7 124.3(8) . . ? C11 N4 C8 117.0(7) . . ? C11 N4 Zn1 128.9(5) . . ? C8 N4 Zn1 114.0(6) . . ? C11 N5 C10 117.7(7) . . ? C11 N5 Zn2 130.9(6) . . ? C10 N5 Zn2 111.4(5) . . ? N7 N6 C10 116.9(7) . . ? N7 N6 H6A 121.5 . . ? C10 N6 H6A 121.5 . . ? C18 N7 N6 122.3(8) . . ? C18 N7 Zn2 119.2(7) . . ? N6 N7 Zn2 118.3(6) . . ? C23 N8 C19 119.9(8) . . ? C23 N8 Zn2 128.6(7) . . ? C19 N8 Zn2 111.4(7) . . ? C24 N11 C28 122.2(13) . . ? C24 N11 Zn1 127.4(10) . . ? C28 N11 Zn1 110.3(11) . . ? C29 N12 N13 123.3(11) . . ? C29 N12 Zn1 118.4(9) . . ? N13 N12 Zn1 118.0(8) . . ? N12 N13 C30 117.8(10) . . ? N12 N13 H13A 121.1 . . ? C30 N13 H13A 121.1 . . ? C33 N14 C30 114.0(9) . . ? C33 N14 Zn1 131.2(6) . . ? C30 N14 Zn1 114.7(8) . . ? C33 N15 C32 113.0(10) 2_655 . ? C33 N15 Zn2 127.5(7) 2_655 . ? C32 N15 Zn2 119.4(9) . . ? N17 N16 C32 117.6(10) . . ? N17 N16 C40 120.6(14) . . ? C32 N16 C40 121.2(14) . . ? C41 N17 N16 128.2(12) . . ? C41 N17 Zn2 113.7(9) . . ? N16 N17 Zn2 117.8(8) . . ? C42 N18 C46 115.5(12) . . ? C42 N18 Zn2 115.7(11) . . ? C46 N18 Zn2 128.8(11) . . ? O2 S1 O1 112.4(8) . . ? O2 S1 O3 117.2(10) . . ? O1 S1 O3 110.9(7) . . ? O2 S1 C51 96(3) . . ? O1 S1 C51 125(3) . . ? O3 S1 C51 94.5(11) . . ? O4 S2 O5 114.4(12) . . ? O4 S2 O6 122.0(15) . . ? O5 S2 O6 104.7(10) . . ? O4 S2 C52 111.4(17) . . ? O5 S2 C52 104.2(12) . . ? O6 S2 C52 98(2) . . ? O7 S3 O8 111.3(7) . . ? O7 S3 O9 115.4(9) . . ? O8 S3 O9 112.8(9) . . ? O7 S3 C53 110.5(9) . . ? O8 S3 C53 97.6(10) . . ? O9 S3 C53 107.8(11) . . ? N12 Zn1 N2 166.8(4) . . ? N12 Zn1 N1 94.7(3) . . ? N2 Zn1 N1 74.7(3) . . ? N12 Zn1 N11 75.1(5) . . ? N2 Zn1 N11 96.8(4) . . ? N1 Zn1 N11 91.3(4) . . ? N12 Zn1 N4 116.8(3) . . ? N2 Zn1 N4 73.5(3) . . ? N1 Zn1 N4 148.2(3) . . ? N11 Zn1 N4 93.0(3) . . ? N12 Zn1 N14 73.0(4) . . ? N2 Zn1 N14 115.1(3) . . ? N1 Zn1 N14 94.5(3) . . ? N11 Zn1 N14 148.0(4) . . ? N4 Zn1 N14 98.4(3) . . ? N7 Zn2 N17 169.2(4) . . ? N7 Zn2 N15 117.8(3) . . ? N17 Zn2 N15 72.2(5) . . ? N7 Zn2 N18 94.7(4) . . ? N17 Zn2 N18 75.1(5) . . ? N15 Zn2 N18 147.3(4) . . ? N7 Zn2 N8 75.3(3) . . ? N17 Zn2 N8 101.2(3) . . ? N15 Zn2 N8 92.1(3) . . ? N18 Zn2 N8 93.1(3) . . ? N7 Zn2 N5 74.1(3) . . ? N17 Zn2 N5 109.8(3) . . ? N15 Zn2 N5 97.8(3) . . ? N18 Zn2 N5 94.1(3) . . ? N8 Zn2 N5 149.1(3) . . ? O11 S4 O10 115.47(18) . . ? O11 S4 O12 115.45(18) . . ? O10 S4 O12 115.42(18) . . ? O11 S4 C54 102.51(15) . . ? O10 S4 C54 102.53(15) . . ? O12 S4 C54 102.47(15) . . ? F10 C54 F12 107.21(19) . . ? F10 C54 F11 107.23(19) . . ? F12 C54 F11 107.18(19) . . ? F10 C54 S4 111.68(17) . . ? F12 C54 S4 111.63(17) . . ? F11 C54 S4 111.64(17) . . ? N16 C40 H40A 109.5 . . ? N16 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N16 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O12A S4A O10A 115.49(18) . . ? O12A S4A O11A 115.42(18) . . ? O10A S4A O11A 115.41(18) . . ? O12A S4A C54A 102.53(15) . . ? O10A S4A C54A 102.54(15) . . ? O11A S4A C54A 102.47(15) . . ? F10A C54A F12A 107.22(19) . . ? F10A C54A F11A 107.22(19) . . ? F12A C54A F11A 107.17(19) . . ? F10A C54A S4A 111.64(17) . . ? F12A C54A S4A 111.62(17) . . ? F11A C54A S4A 111.70(17) . . ? C63 C64 H64A 109.5 . . ? C63 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C63 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? N22 C63 C63 116(2) . 2 ? N22 C63 C64 174(2) . . ? C63 C63 C64 65.4(10) 2 . ? N23 C65 C66 173(2) . . ? N23 C65 N23 105(2) . 2_756 ? C66 C65 N23 68(2) . 2_756 ? N23 C65 C65 70(2) . 2_756 ? C66 C65 C65 103(2) . 2_756 ? N23 C65 C65 34.9(7) 2_756 2_756 ? C65 C66 H66A 109.5 . . ? C65 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C65 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C65 N23 C65 75(3) . 2_756 ? C65 N23 C66 122(2) . 2_756 ? C65 N23 C66 47.1(9) 2_756 2_756 ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF data_as10 _database_code_depnum_ccdc_archive 'CCDC 831648' #TrackingRef '- AS444a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H32 N8 O2 S2' _chemical_formula_weight 564.73 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbc21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y+1/2, z' 'x, -y+1/2, z+1/2' _cell_length_a 9.5705(2) _cell_length_b 18.6451(3) _cell_length_c 32.4579(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5791.9(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 57009 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2384 _exptl_absorpt_coefficient_mu 0.223 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Kappa CCD' _diffrn_measurement_method '/p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12060 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1498 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.47 _reflns_number_total 12060 _reflns_number_gt 4920 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1420P)^2^+0.2739P] 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 0.0028(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.2(2) _refine_ls_number_reflns 12060 _refine_ls_number_parameters 762 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.2375 _refine_ls_R_factor_gt 0.0895 _refine_ls_wR_factor_ref 0.2927 _refine_ls_wR_factor_gt 0.2238 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 C1 C 0.8844(7) 0.8176(3) 0.5998(3) 0.038(2) Uani 1 1 d . . . C2 C 0.7975(7) 0.7670(4) 0.6173(3) 0.039(2) Uani 1 1 d . . . H2 H 0.7432 0.7365 0.6012 0.047 Uiso 1 1 calc R . . C3 C 0.7952(7) 0.7640(4) 0.6590(3) 0.043(2) Uani 1 1 d . . . C4 C 0.9562(7) 0.8530(4) 0.6632(3) 0.040(2) Uani 1 1 d . . . C5 C 1.0439(8) 0.9018(4) 0.6890(3) 0.048(2) Uani 1 1 d . . . C6 C 1.1410(7) 0.9456(4) 0.6695(3) 0.050(3) Uani 1 1 d . . . H6 H 1.1535 0.9422 0.6412 0.060 Uiso 1 1 calc R . . C7 C 1.2210(9) 0.9953(4) 0.6925(4) 0.057(3) Uani 1 1 d . . . H7 H 1.2836 1.0259 0.6794 0.068 Uiso 1 1 calc R . . C8 C 1.2044(11) 0.9975(4) 0.7347(4) 0.068(3) Uani 1 1 d . . . H8 H 1.2610 1.0268 0.7508 0.082 Uiso 1 1 calc R . . C9 C 1.0968(12) 0.9531(6) 0.7537(3) 0.088(3) Uani 1 1 d . . . H9 H 1.0742 0.9582 0.7814 0.106 Uiso 1 1 calc R . . C10 C 1.0325(10) 0.9058(5) 0.7305(4) 0.072(3) Uani 1 1 d . . . H10 H 0.9749 0.8727 0.7435 0.086 Uiso 1 1 calc R . . C11 C 0.9908(9) 0.8744(5) 0.5375(3) 0.073(3) Uani 1 1 d . . . H11A H 0.9401 0.9085 0.5211 0.109 Uiso 1 1 calc R . . H11B H 1.0538 0.8480 0.5202 0.109 Uiso 1 1 calc R . . H11C H 1.0430 0.8993 0.5583 0.109 Uiso 1 1 calc R . . C12 C 0.8172(9) 0.7782(5) 0.4954(3) 0.056(3) Uani 1 1 d . . . H12 H 0.8742 0.8110 0.4819 0.067 Uiso 1 1 calc R . . C13 C 0.7335(9) 0.7277(5) 0.4719(3) 0.057(3) Uani 1 1 d . . . C14 C 0.6347(11) 0.6873(5) 0.4916(4) 0.075(3) Uani 1 1 d . . . H14 H 0.6185 0.6904 0.5198 0.090 Uiso 1 1 calc R . . C15 C 0.5602(9) 0.6409(5) 0.4660(5) 0.073(3) Uani 1 1 d . . . H15 H 0.4944 0.6103 0.4776 0.088 Uiso 1 1 calc R . . C16 C 0.5805(11) 0.6392(5) 0.4253(4) 0.067(3) Uani 1 1 d . . . H16 H 0.5280 0.6091 0.4086 0.080 Uiso 1 1 calc R . . C17 C 0.6809(13) 0.6831(6) 0.4091(4) 0.086(4) Uani 1 1 d . . . H17 H 0.6999 0.6808 0.3811 0.104 Uiso 1 1 calc R . . C18 C 0.5357(7) 0.6348(4) 0.6780(3) 0.0372(19) Uani 1 1 d . . . H18 H 0.5455 0.6298 0.7064 0.045 Uiso 1 1 calc R . . C19 C 0.4252(8) 0.5926(4) 0.6547(3) 0.042(2) Uani 1 1 d . . . C20 C 0.3956(7) 0.6065(4) 0.6138(3) 0.040(2) Uani 1 1 d . . . H20 H 0.4442 0.6420 0.5997 0.048 Uiso 1 1 calc R . . C21 C 0.2979(8) 0.5691(4) 0.5950(3) 0.056(2) Uani 1 1 d . . . H21 H 0.2774 0.5779 0.5675 0.067 Uiso 1 1 calc R . . C22 C 0.2238(9) 0.5155(5) 0.6170(4) 0.067(3) Uani 1 1 d . . . H22 H 0.1507 0.4902 0.6050 0.080 Uiso 1 1 calc R . . C23 C 0.2662(10) 0.5024(5) 0.6576(4) 0.066(3) Uani 1 1 d . . . H23 H 0.2241 0.4651 0.6720 0.079 Uiso 1 1 calc R . . C24 C 0.3880(8) 0.6876(5) 1.0733(3) 0.047(2) Uani 1 1 d . . . C25 C 0.2939(7) 0.7362(4) 1.0562(3) 0.047(2) Uani 1 1 d . . . H25 H 0.2388 0.7664 1.0722 0.056 Uiso 1 1 calc R . . C26 C 0.2883(7) 0.7361(4) 1.0125(3) 0.0361(19) Uani 1 1 d . . . C27 C 0.4594(7) 0.6496(4) 1.0095(3) 0.039(2) Uani 1 1 d . . . C28 C 0.5458(7) 0.6029(4) 0.9843(3) 0.041(2) Uani 1 1 d . . . C29 C 0.5298(11) 0.6006(5) 0.9408(4) 0.072(3) Uani 1 1 d . . . H29 H 0.4633 0.6282 0.9272 0.086 Uiso 1 1 calc R . . C30 C 0.6233(13) 0.5524(5) 0.9188(4) 0.101(4) Uani 1 1 d . . . H30 H 0.6234 0.5524 0.8902 0.121 Uiso 1 1 calc R . . C31 C 0.7060(11) 0.5099(7) 0.9383(5) 0.103(5) Uani 1 1 d . . . H31 H 0.7569 0.4759 0.9237 0.124 Uiso 1 1 calc R . . C32 C 0.7203(9) 0.5133(5) 0.9789(4) 0.072(3) Uani 1 1 d . . . H32 H 0.7888 0.4855 0.9915 0.086 Uiso 1 1 calc R . . C33 C 0.6397(9) 0.5554(4) 1.0026(4) 0.066(3) Uani 1 1 d . . . H33 H 0.6464 0.5530 1.0311 0.079 Uiso 1 1 calc R . . C34 C 0.4938(9) 0.6266(4) 1.1335(3) 0.049(2) Uani 1 1 d . . . H34A H 0.4403 0.5921 1.1487 0.074 Uiso 1 1 calc R . . H34B H 0.5572 0.6507 1.1517 0.074 Uiso 1 1 calc R . . H34C H 0.5458 0.6025 1.1123 0.074 Uiso 1 1 calc R . . C35 C 0.3177(7) 0.7185(4) 1.1772(3) 0.038(2) Uani 1 1 d . . . H35 H 0.3787 0.6881 1.1911 0.045 Uiso 1 1 calc R . . C36 C 0.2229(9) 0.7660(4) 1.2000(3) 0.045(2) Uani 1 1 d . . . C37 C 0.1285(6) 0.8109(4) 1.1803(3) 0.044(2) Uani 1 1 d . . . H37 H 0.1218 0.8095 1.1518 0.053 Uiso 1 1 calc R . . C38 C 0.0432(8) 0.8580(5) 1.2023(3) 0.059(3) Uani 1 1 d . . . H38 H -0.0224 0.8870 1.1892 0.071 Uiso 1 1 calc R . . C39 C 0.0617(11) 0.8593(5) 1.2448(4) 0.084(4) Uani 1 1 d . . . H39 H 0.0103 0.8907 1.2612 0.100 Uiso 1 1 calc R . . C40 C 0.1590(11) 0.8126(6) 1.2625(4) 0.091(4) Uani 1 1 d . . . H40 H 0.1640 0.8118 1.2911 0.109 Uiso 1 1 calc R . . C41 C 0.0316(8) 0.8672(4) 0.9952(3) 0.047(2) Uani 1 1 d . . . H41 H 0.0393 0.8735 0.9668 0.057 Uiso 1 1 calc R . . C42 C -0.0673(7) 0.9072(4) 1.0178(3) 0.039(2) Uani 1 1 d . . . C43 C -0.1025(8) 0.8909(5) 1.0581(3) 0.062(3) Uani 1 1 d . . . H43 H -0.0550 0.8553 1.0725 0.074 Uiso 1 1 calc R . . C44 C -0.2150(8) 0.9305(5) 1.0771(4) 0.065(3) Uani 1 1 d . . . H44 H -0.2443 0.9206 1.1038 0.078 Uiso 1 1 calc R . . C45 C -0.2738(9) 0.9808(5) 1.0551(4) 0.061(3) Uani 1 1 d . . . H45 H -0.3424 1.0092 1.0672 0.074 Uiso 1 1 calc R . . C46 C -0.2386(8) 0.9929(5) 1.0154(3) 0.052(2) Uani 1 1 d . . . H46 H -0.2895 1.0268 1.0006 0.063 Uiso 1 1 calc R . . C51 C 0.5203(11) 0.6841(11) 0.8229(6) 0.223(12) Uani 1 1 d . C . H51A H 0.4531 0.7082 0.8058 0.334 Uiso 1 1 calc R . . H51B H 0.5138 0.7022 0.8505 0.334 Uiso 1 1 calc R . . H51C H 0.5015 0.6335 0.8228 0.334 Uiso 1 1 calc R . . C52 C 0.7741(11) 0.6458(10) 0.8367(4) 0.166(8) Uani 1 1 d . C . H52A H 0.8720 0.6537 0.8322 0.249 Uiso 1 1 calc R . . H52B H 0.7521 0.5964 0.8314 0.249 Uiso 1 1 calc R . . H52C H 0.7514 0.6572 0.8648 0.249 Uiso 1 1 calc R . . N1 N 0.9669(6) 0.8582(3) 0.6224(2) 0.0458(18) Uani 1 1 d . . . N2 N 0.8733(7) 0.8088(4) 0.6827(2) 0.058(2) Uani 1 1 d . . . N3 N 0.8906(7) 0.8239(3) 0.5575(2) 0.0429(19) Uani 1 1 d . . . N4 N 0.8121(7) 0.7771(4) 0.5350(3) 0.051(2) Uani 1 1 d . . . N5 N 0.7057(6) 0.7205(3) 0.6799(3) 0.0466(19) Uani 1 1 d . . . H5 H 0.7054 0.7198 0.7064 0.056 Uiso 1 1 calc R . . N6 N 0.6150(7) 0.6772(4) 0.6577(2) 0.046(2) Uani 1 1 d . . . N7 N 0.7503(8) 0.7278(5) 0.4320(3) 0.070(2) Uani 1 1 d . . . N8 N 0.3644(6) 0.5412(3) 0.6767(3) 0.052(2) Uani 1 1 d . . . N9 N 0.4701(6) 0.6437(3) 1.0496(3) 0.0415(19) Uani 1 1 d . . . N10 N 0.3695(6) 0.6947(3) 0.9883(2) 0.0400(18) Uani 1 1 d . . . N11 N 0.4025(7) 0.6773(4) 1.1153(3) 0.052(2) Uani 1 1 d . . . N12 N 0.3147(6) 0.7197(3) 1.1380(3) 0.0403(18) Uani 1 1 d . . . N13 N 0.2033(7) 0.7835(3) 0.9916(2) 0.051(2) Uani 1 1 d . . . H13 H 0.2089 0.7884 0.9653 0.062 Uiso 1 1 calc R . . N14 N 0.1113(6) 0.8219(3) 1.0139(2) 0.0415(18) Uani 1 1 d . . . N15 N 0.2471(10) 0.7680(4) 1.2416(3) 0.077(3) Uani 1 1 d . . . N16 N -0.1349(7) 0.9589(4) 0.9964(2) 0.0507(19) Uani 1 1 d . . . S1 S 0.6801(4) 0.6989(3) 0.80466(14) 0.1314(16) Uani 1 1 d . . . S2 S 1.0940(13) 0.5588(5) 0.8796(2) 0.125(4) Uani 0.50 1 d PD A 1 O2 O 1.095(4) 0.4826(7) 0.8923(9) 0.41(3) Uani 0.50 1 d PD A 1 C53 C 1.065(3) 0.6037(13) 0.9269(5) 0.085(12) Uani 0.50 1 d PD A 1 H53A H 1.1519 0.6235 0.9367 0.127 Uiso 0.50 1 calc PR A 1 H53B H 1.0298 0.5703 0.9469 0.127 Uiso 0.50 1 calc PR A 1 H53C H 0.9988 0.6416 0.9230 0.127 Uiso 0.50 1 calc PR A 1 C54 C 1.206(2) 0.6090(11) 0.8490(7) 0.103(7) Uiso 0.50 1 d PD A 1 H54A H 1.1574 0.6502 0.8386 0.154 Uiso 0.50 1 calc PR A 1 H54B H 1.2380 0.5802 0.8264 0.154 Uiso 0.50 1 calc PR A 1 H54C H 1.2846 0.6243 0.8652 0.154 Uiso 0.50 1 calc PR A 1 S2A S 1.1512(14) 0.5791(8) 0.8737(5) 0.280(12) Uani 0.50 1 d PD B 2 O2A O 1.2189(11) 0.5162(11) 0.8948(3) 0.125(8) Uani 0.50 1 d PD B 2 C53A C 1.078(3) 0.6229(14) 0.9172(6) 0.074(9) Uani 0.50 1 d PD B 2 H53D H 1.1441 0.6571 0.9278 0.111 Uiso 0.50 1 calc PR B 2 H53E H 1.0575 0.5880 0.9381 0.111 Uiso 0.50 1 calc PR B 2 H53F H 0.9940 0.6471 0.9093 0.111 Uiso 0.50 1 calc PR B 2 C54A C 1.0001(14) 0.5400(9) 0.8517(5) 0.063(4) Uiso 0.50 1 d PD B 2 H54D H 0.9568 0.5088 0.8714 0.094 Uiso 0.50 1 calc PR B 2 H54E H 1.0258 0.5130 0.8277 0.094 Uiso 0.50 1 calc PR B 2 H54F H 0.9356 0.5772 0.8441 0.094 Uiso 0.50 1 calc PR B 2 O1 O 0.6925(9) 0.6708(4) 0.7634(2) 0.101(3) Uani 1 1 d . C 2 S3 S 0.5771(7) 0.9425(5) 0.7937(2) 0.115(3) Uani 0.50 1 d P D 1 O3 O 0.6393(13) 0.8955(6) 0.8256(4) 0.059(3) Uiso 0.50 1 d P D 1 C55 C 0.701(2) 1.0053(7) 0.7780(5) 0.256(11) Uani 0.50 1 d P D 1 H55A H 0.7202 1.0379 0.8002 0.384 Uiso 0.50 1 calc PR D 1 H55B H 0.6660 1.0315 0.7547 0.384 Uiso 0.50 1 calc PR D 1 H55C H 0.7858 0.9810 0.7703 0.384 Uiso 0.50 1 calc PR D 1 C56 C 0.5655(17) 0.8924(5) 0.7484(3) 0.119(5) Uani 0.50 1 d P D 1 H56A H 0.4995 0.8542 0.7521 0.179 Uiso 0.50 1 calc PR D 1 H56B H 0.6555 0.8726 0.7420 0.179 Uiso 0.50 1 calc PR D 1 H56C H 0.5353 0.9228 0.7263 0.179 Uiso 0.50 1 calc PR D 1 S3A S 0.6700(8) 0.9294(3) 0.7891(2) 0.0873(19) Uani 0.50 1 d P E 2 O3A O 0.701(2) 1.0053(7) 0.7780(5) 0.256(11) Uani 0.50 1 d P E 2 C55A C 0.5663(19) 0.9194(9) 0.8271(5) 0.061(4) Uiso 0.50 1 d P E 2 H55D H 0.6097 0.9374 0.8517 0.092 Uiso 0.50 1 calc PR E 2 H55E H 0.5454 0.8694 0.8306 0.092 Uiso 0.50 1 calc PR E 2 H55F H 0.4815 0.9453 0.8220 0.092 Uiso 0.50 1 calc PR E 2 C56A C 0.5655(17) 0.8924(5) 0.7484(3) 0.119(5) Uani 0.50 1 d P E 2 H56D H 0.6146 0.8968 0.7228 0.179 Uiso 0.50 1 calc PR E 2 H56E H 0.4786 0.9179 0.7468 0.179 Uiso 0.50 1 calc PR E 2 H56F H 0.5475 0.8426 0.7540 0.179 Uiso 0.50 1 calc PR E 2 O4 O 0.1884(7) 0.8305(3) 0.9096(2) 0.072(2) Uani 1 1 d . . . S4 S 0.1848(7) 0.7951(3) 0.86821(19) 0.0598(15) Uani 0.50 1 d P F 1 C57 C 0.287(2) 0.8548(9) 0.8341(7) 0.066(6) Uani 0.50 1 d P F 1 H57A H 0.3846 0.8490 0.8397 0.099 Uiso 0.50 1 calc PR F 1 H57B H 0.2602 0.9037 0.8390 0.099 Uiso 0.50 1 calc PR F 1 H57C H 0.2683 0.8427 0.8059 0.099 Uiso 0.50 1 calc PR F 1 C58 C 0.0144(15) 0.8170(12) 0.8508(5) 0.229(13) Uani 0.50 1 d P F 1 H58A H -0.0531 0.7893 0.8659 0.344 Uiso 0.50 1 calc PR F 1 H58B H 0.0066 0.8064 0.8220 0.344 Uiso 0.50 1 calc PR F 1 H58C H -0.0027 0.8672 0.8553 0.344 Uiso 0.50 1 calc PR F 1 S4A S 0.1591(11) 0.8375(6) 0.8651(3) 0.133(3) Uani 0.50 1 d P F 2 C57A C 0.293(4) 0.8117(15) 0.8375(10) 0.168(16) Uani 0.50 1 d P F 2 H57D H 0.3782 0.8277 0.8504 0.253 Uiso 0.50 1 calc PR F 2 H57E H 0.2869 0.8319 0.8104 0.253 Uiso 0.50 1 calc PR F 2 H57F H 0.2941 0.7603 0.8356 0.253 Uiso 0.50 1 calc PR F 2 C58A C 0.0144(15) 0.8170(12) 0.8508(5) 0.229(13) Uani 0.50 1 d P F 2 H58D H -0.0535 0.8350 0.8700 0.344 Uiso 0.50 1 calc PR F 2 H58E H 0.0072 0.7657 0.8493 0.344 Uiso 0.50 1 calc PR F 2 H58F H -0.0026 0.8373 0.8241 0.344 Uiso 0.50 1 calc PR F 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.047(5) 0.010(3) 0.057(6) -0.001(4) 0.001(4) -0.013(3) C2 0.040(4) 0.043(5) 0.033(5) -0.004(4) -0.001(4) -0.010(4) C3 0.036(4) 0.030(4) 0.064(7) -0.002(5) 0.007(4) 0.008(4) C4 0.036(4) 0.033(4) 0.052(6) 0.002(4) -0.001(4) -0.012(3) C5 0.048(5) 0.027(4) 0.067(7) -0.006(4) 0.002(5) -0.001(4) C6 0.028(4) 0.044(5) 0.078(7) -0.003(5) -0.004(5) 0.008(4) C7 0.066(5) 0.023(4) 0.081(8) -0.009(4) -0.006(5) 0.012(4) C8 0.110(8) 0.024(4) 0.071(7) -0.001(4) -0.037(6) -0.003(5) C9 0.097(7) 0.123(9) 0.045(6) 0.001(7) -0.032(6) 0.009(7) C10 0.075(7) 0.074(7) 0.065(8) 0.014(6) -0.014(6) -0.030(6) C11 0.057(5) 0.101(8) 0.059(7) 0.034(6) -0.002(5) -0.016(5) C12 0.054(6) 0.058(6) 0.055(7) -0.009(5) -0.005(5) 0.027(4) C13 0.030(4) 0.087(7) 0.053(7) 0.017(5) 0.009(4) 0.020(4) C14 0.108(8) 0.060(6) 0.059(7) -0.026(6) -0.011(7) 0.028(6) C15 0.053(6) 0.045(5) 0.122(11) 0.011(6) -0.001(6) 0.021(4) C16 0.073(6) 0.065(7) 0.063(8) -0.013(6) -0.014(6) 0.030(5) C17 0.120(10) 0.072(7) 0.068(8) -0.004(6) -0.017(7) 0.037(7) C18 0.040(4) 0.031(4) 0.041(5) -0.005(4) 0.004(4) -0.004(3) C19 0.051(5) 0.027(4) 0.048(6) 0.002(4) 0.006(4) 0.006(4) C20 0.047(5) 0.025(4) 0.047(5) 0.008(4) 0.000(4) 0.013(3) C21 0.073(5) 0.058(6) 0.037(5) -0.004(5) -0.008(5) -0.013(5) C22 0.069(6) 0.053(6) 0.077(8) -0.006(6) -0.019(6) -0.035(5) C23 0.084(6) 0.038(5) 0.074(8) 0.009(5) 0.005(6) 0.006(5) C24 0.030(4) 0.063(6) 0.047(6) 0.001(5) -0.003(4) -0.030(4) C25 0.038(4) 0.023(4) 0.080(8) -0.004(4) -0.008(5) -0.001(3) C26 0.035(4) 0.030(4) 0.043(5) 0.006(4) 0.001(4) 0.003(4) C27 0.028(4) 0.028(4) 0.062(7) 0.004(4) -0.006(4) -0.016(3) C28 0.031(4) 0.028(4) 0.065(7) 0.000(4) 0.010(4) -0.002(3) C29 0.089(7) 0.053(6) 0.073(8) -0.002(5) 0.016(6) 0.035(5) C30 0.146(10) 0.073(7) 0.083(9) -0.012(6) 0.022(8) 0.077(7) C31 0.052(6) 0.131(10) 0.127(13) -0.027(9) 0.017(7) 0.051(6) C32 0.053(6) 0.068(6) 0.095(9) 0.003(6) 0.003(6) 0.036(5) C33 0.080(6) 0.040(5) 0.079(8) -0.006(5) 0.001(6) 0.016(5) C34 0.050(5) 0.029(4) 0.068(6) -0.011(4) -0.010(5) 0.001(4) C35 0.044(4) 0.027(4) 0.042(5) 0.015(4) -0.008(4) 0.011(3) C36 0.066(5) 0.018(4) 0.051(6) -0.001(4) 0.013(5) -0.008(4) C37 0.023(4) 0.038(4) 0.071(7) 0.013(4) 0.008(4) 0.006(3) C38 0.037(5) 0.063(6) 0.078(8) -0.013(5) 0.010(5) 0.004(4) C39 0.077(7) 0.073(7) 0.101(11) -0.014(7) 0.031(7) 0.019(6) C40 0.078(7) 0.124(9) 0.070(8) -0.041(7) 0.004(6) 0.037(7) C41 0.042(5) 0.052(5) 0.048(6) 0.014(5) -0.003(5) -0.012(4) C42 0.026(4) 0.048(5) 0.044(6) 0.002(4) -0.002(4) 0.000(4) C43 0.047(5) 0.060(6) 0.078(8) -0.001(6) -0.004(5) 0.019(4) C44 0.049(5) 0.047(6) 0.099(9) 0.016(6) 0.004(6) -0.006(4) C45 0.053(5) 0.048(6) 0.083(9) -0.017(6) 0.017(6) -0.024(4) C46 0.025(4) 0.052(5) 0.080(8) 0.005(5) -0.003(5) 0.017(4) C51 0.050(7) 0.48(4) 0.134(16) 0.04(2) -0.007(9) 0.048(12) C52 0.056(6) 0.39(3) 0.053(8) 0.006(11) -0.004(6) 0.041(10) N1 0.046(4) 0.049(4) 0.043(5) -0.004(4) 0.000(4) -0.011(3) N2 0.055(4) 0.081(5) 0.037(4) -0.016(4) -0.020(4) 0.027(4) N3 0.052(4) 0.019(3) 0.057(6) 0.005(3) 0.000(4) -0.015(3) N4 0.042(4) 0.063(5) 0.048(5) -0.009(4) -0.003(4) 0.016(3) N5 0.038(3) 0.045(4) 0.057(5) -0.003(4) 0.010(4) -0.007(3) N6 0.037(4) 0.041(4) 0.061(6) -0.002(4) -0.001(4) 0.008(3) N7 0.069(5) 0.096(6) 0.046(6) -0.016(5) -0.004(5) 0.007(5) N8 0.032(3) 0.023(3) 0.102(6) 0.000(4) 0.002(4) -0.015(3) N9 0.028(4) 0.022(3) 0.074(6) 0.005(4) 0.001(4) -0.009(3) N10 0.032(3) 0.012(3) 0.076(5) 0.009(3) -0.009(3) 0.004(2) N11 0.040(4) 0.069(5) 0.048(5) -0.007(4) -0.012(4) -0.007(4) N12 0.047(4) 0.012(3) 0.062(5) 0.003(3) 0.001(4) 0.013(3) N13 0.067(5) 0.051(4) 0.036(4) 0.013(4) 0.007(4) 0.010(4) N14 0.045(4) 0.034(4) 0.046(5) 0.009(3) -0.002(4) 0.009(3) N15 0.121(7) 0.050(5) 0.058(6) -0.007(5) 0.001(6) 0.013(5) N16 0.064(4) 0.060(4) 0.028(4) 0.010(3) -0.012(4) -0.006(4) S1 0.126(3) 0.197(4) 0.071(3) -0.035(3) -0.009(2) 0.046(3) S2 0.236(12) 0.092(5) 0.046(4) -0.006(4) 0.016(5) 0.072(6) O2 0.60(6) 0.135(19) 0.49(6) -0.17(3) 0.44(5) -0.18(3) C53 0.099(19) 0.10(2) 0.051(13) 0.046(13) 0.040(11) 0.082(18) S2A 0.168(10) 0.143(12) 0.53(3) -0.067(14) 0.202(15) 0.010(8) O2A 0.037(6) 0.29(2) 0.044(7) -0.076(12) 0.025(5) 0.004(10) C53A 0.069(13) 0.093(17) 0.060(14) 0.032(13) -0.011(11) -0.025(13) O1 0.126(7) 0.132(6) 0.046(5) 0.001(5) 0.005(5) -0.037(5) S3 0.063(4) 0.190(8) 0.093(6) -0.051(6) 0.030(4) -0.062(5) C55 0.48(3) 0.121(10) 0.163(14) 0.090(9) -0.062(15) -0.112(14) C56 0.238(15) 0.065(7) 0.055(7) -0.015(6) -0.039(8) -0.002(8) S3A 0.092(4) 0.080(4) 0.091(5) -0.012(3) -0.040(4) 0.002(4) O3A 0.48(3) 0.121(10) 0.163(14) 0.090(9) -0.062(15) -0.112(14) C56A 0.238(15) 0.065(7) 0.055(7) -0.015(6) -0.039(8) -0.002(8) O4 0.095(5) 0.063(4) 0.057(5) -0.004(4) 0.004(4) -0.021(4) S4 0.091(4) 0.041(3) 0.047(3) -0.001(2) 0.011(3) 0.011(3) C57 0.108(15) 0.041(10) 0.050(12) 0.006(10) 0.013(11) -0.021(11) C58 0.113(11) 0.50(4) 0.073(11) 0.039(16) -0.035(10) -0.079(15) S4A 0.153(7) 0.170(9) 0.076(5) -0.017(6) -0.021(5) -0.012(7) C57A 0.29(4) 0.10(2) 0.12(3) -0.06(2) 0.10(2) 0.00(3) C58A 0.113(11) 0.50(4) 0.073(11) 0.039(16) -0.035(10) -0.079(15) _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 C1 N1 1.317(9) . ? C1 C2 1.380(10) . ? C1 N3 1.380(11) . ? C2 C3 1.355(11) . ? C2 H2 0.9300 . ? C3 N2 1.360(11) . ? C3 N5 1.362(9) . ? C4 N2 1.307(10) . ? C4 N1 1.332(10) . ? C4 C5 1.495(11) . ? C5 C10 1.354(13) . ? C5 C6 1.389(11) . ? C6 C7 1.414(12) . ? C6 H6 0.9300 . ? C7 C8 1.381(13) . ? C7 H7 0.9300 . ? C8 C9 1.457(15) . ? C8 H8 0.9300 . ? C9 C10 1.312(14) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 N3 1.493(10) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N4 1.287(12) . ? C12 C13 1.453(12) . ? C12 H12 0.9300 . ? C13 N7 1.303(12) . ? C13 C14 1.369(14) . ? C14 C15 1.395(14) . ? C14 H14 0.9300 . ? C15 C16 1.333(16) . ? C15 H15 0.9300 . ? C16 C17 1.367(14) . ? C16 H16 0.9300 . ? C17 N7 1.299(13) . ? C17 H17 0.9300 . ? C18 N6 1.279(10) . ? C18 C19 1.520(11) . ? C18 H18 0.9300 . ? C19 N8 1.329(10) . ? C19 C20 1.382(11) . ? C20 C21 1.316(10) . ? C20 H20 0.9300 . ? C21 C22 1.418(12) . ? C21 H21 0.9300 . ? C22 C23 1.402(15) . ? C22 H22 0.9300 . ? C23 N8 1.337(11) . ? C23 H23 0.9300 . ? C24 N9 1.370(10) . ? C24 N11 1.385(11) . ? C24 C25 1.392(11) . ? C25 C26 1.421(12) . ? C25 H25 0.9300 . ? C26 N10 1.346(10) . ? C26 N13 1.380(9) . ? C27 N9 1.311(10) . ? C27 N10 1.386(10) . ? C27 C28 1.454(11) . ? C28 C33 1.394(11) . ? C28 C29 1.420(13) . ? C29 C30 1.455(12) . ? C29 H29 0.9300 . ? C30 C31 1.288(15) . ? C30 H30 0.9300 . ? C31 C32 1.326(15) . ? C31 H31 0.9300 . ? C32 C33 1.342(14) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 N11 1.416(10) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 N12 1.272(11) . ? C35 C36 1.469(11) . ? C35 H35 0.9300 . ? C36 N15 1.371(12) . ? C36 C37 1.387(11) . ? C37 C38 1.395(11) . ? C37 H37 0.9300 . ? C38 C39 1.393(15) . ? C38 H38 0.9300 . ? C39 C40 1.399(15) . ? C39 H39 0.9300 . ? C40 N15 1.365(12) . ? C40 H40 0.9300 . ? C41 N14 1.289(10) . ? C41 C42 1.412(12) . ? C41 H41 0.9300 . ? C42 N16 1.354(10) . ? C42 C43 1.383(12) . ? C43 C44 1.444(12) . ? C43 H43 0.9300 . ? C44 C45 1.306(12) . ? C44 H44 0.9300 . ? C45 C46 1.350(13) . ? C45 H45 0.9300 . ? C46 N16 1.330(10) . ? C46 H46 0.9300 . ? C51 S1 1.663(14) . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 S1 1.694(14) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? N3 N4 1.362(10) . ? N5 N6 1.387(9) . ? N5 H5 0.8600 . ? N11 N12 1.370(9) . ? N13 N14 1.345(9) . ? N13 H13 0.8600 . ? S1 O1 1.442(9) . ? S2 O2 1.480(10) . ? S2 C54 1.733(10) . ? S2 C53 1.772(10) . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? S2A O2A 1.505(10) . ? S2A C54A 1.769(10) . ? S2A C53A 1.774(10) . ? C53A H53D 0.9600 . ? C53A H53E 0.9600 . ? C53A H53F 0.9600 . ? C54A H54D 0.9600 . ? C54A H54E 0.9600 . ? C54A H54F 0.9600 . ? S3 O3 1.480(14) . ? S3 C55 1.746(15) . ? S3 C56 1.745(12) . ? C55 H55A 0.9600 . ? C55 H55B 0.9600 . ? C55 H55C 0.9600 . ? C56 H56A 0.9600 . ? C56 H56B 0.9600 . ? C56 H56C 0.9600 . ? S3A C55A 1.595(18) . ? C55A H55D 0.9600 . ? C55A H55E 0.9600 . ? C55A H55F 0.9600 . ? O4 S4A 1.479(12) . ? O4 S4 1.499(9) . ? S4 C58 1.774(16) . ? S4 C57 1.849(19) . ? C57 H57A 0.9600 . ? C57 H57B 0.9600 . ? C57 H57C 0.9600 . ? C58 H58A 0.9600 . ? C58 H58B 0.9600 . ? C58 H58C 0.9600 . ? S4A C57A 1.64(3) . ? C57A H57D 0.9600 . ? C57A H57E 0.9600 . ? C57A H57F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 121.7(9) . . ? N1 C1 N3 118.7(7) . . ? C2 C1 N3 119.6(7) . . ? C3 C2 C1 116.7(8) . . ? C3 C2 H2 121.7 . . ? C1 C2 H2 121.7 . . ? C2 C3 N2 122.1(8) . . ? C2 C3 N5 122.2(8) . . ? N2 C3 N5 115.4(9) . . ? N2 C4 N1 125.1(7) . . ? N2 C4 C5 116.9(8) . . ? N1 C4 C5 118.0(7) . . ? C10 C5 C6 118.3(9) . . ? C10 C5 C4 123.1(8) . . ? C6 C5 C4 118.6(9) . . ? C5 C6 C7 120.5(10) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C6 118.7(10) . . ? C8 C7 H7 120.6 . . ? C6 C7 H7 120.6 . . ? C7 C8 C9 118.9(9) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? C10 C9 C8 118.1(11) . . ? C10 C9 H9 120.9 . . ? C8 C9 H9 120.9 . . ? C9 C10 C5 124.7(10) . . ? C9 C10 H10 117.6 . . ? C5 C10 H10 117.6 . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 C13 119.6(9) . . ? N4 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? N7 C13 C14 123.3(11) . . ? N7 C13 C12 116.9(10) . . ? C14 C13 C12 119.5(10) . . ? C13 C14 C15 114.6(11) . . ? C13 C14 H14 122.7 . . ? C15 C14 H14 122.7 . . ? C16 C15 C14 121.9(11) . . ? C16 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? C15 C16 C17 118.0(11) . . ? C15 C16 H16 121.0 . . ? C17 C16 H16 121.0 . . ? N7 C17 C16 121.5(12) . . ? N7 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? N6 C18 C19 118.4(8) . . ? N6 C18 H18 120.8 . . ? C19 C18 H18 120.8 . . ? N8 C19 C20 124.2(8) . . ? N8 C19 C18 114.2(8) . . ? C20 C19 C18 121.6(7) . . ? C21 C20 C19 119.4(8) . . ? C21 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? C20 C21 C22 119.7(9) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C23 C22 C21 116.8(8) . . ? C23 C22 H22 121.6 . . ? C21 C22 H22 121.6 . . ? N8 C23 C22 123.0(9) . . ? N8 C23 H23 118.5 . . ? C22 C23 H23 118.5 . . ? N9 C24 N11 114.3(8) . . ? N9 C24 C25 122.5(9) . . ? N11 C24 C25 123.2(9) . . ? C24 C25 C26 114.9(8) . . ? C24 C25 H25 122.6 . . ? C26 C25 H25 122.6 . . ? N10 C26 N13 114.9(8) . . ? N10 C26 C25 124.1(7) . . ? N13 C26 C25 120.8(8) . . ? N9 C27 N10 126.3(8) . . ? N9 C27 C28 117.7(8) . . ? N10 C27 C28 115.9(9) . . ? C33 C28 C29 118.3(9) . . ? C33 C28 C27 120.4(9) . . ? C29 C28 C27 121.1(8) . . ? C28 C29 C30 116.1(10) . . ? C28 C29 H29 122.0 . . ? C30 C29 H29 122.0 . . ? C31 C30 C29 121.1(12) . . ? C31 C30 H30 119.4 . . ? C29 C30 H30 119.4 . . ? C30 C31 C32 121.5(11) . . ? C30 C31 H31 119.2 . . ? C32 C31 H31 119.2 . . ? C31 C32 C33 122.5(10) . . ? C31 C32 H32 118.7 . . ? C33 C32 H32 118.7 . . ? C32 C33 C28 119.8(11) . . ? C32 C33 H33 120.1 . . ? C28 C33 H33 120.1 . . ? N11 C34 H34A 109.5 . . ? N11 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N11 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N12 C35 C36 118.6(7) . . ? N12 C35 H35 120.7 . . ? C36 C35 H35 120.7 . . ? N15 C36 C37 123.2(8) . . ? N15 C36 C35 114.1(8) . . ? C37 C36 C35 122.3(9) . . ? C36 C37 C38 121.8(10) . . ? C36 C37 H37 119.1 . . ? C38 C37 H37 119.1 . . ? C39 C38 C37 116.2(9) . . ? C39 C38 H38 121.9 . . ? C37 C38 H38 121.9 . . ? C38 C39 C40 118.8(10) . . ? C38 C39 H39 120.6 . . ? C40 C39 H39 120.6 . . ? N15 C40 C39 125.9(12) . . ? N15 C40 H40 117.1 . . ? C39 C40 H40 117.1 . . ? N14 C41 C42 119.8(9) . . ? N14 C41 H41 120.1 . . ? C42 C41 H41 120.1 . . ? N16 C42 C43 121.7(8) . . ? N16 C42 C41 115.4(8) . . ? C43 C42 C41 122.6(8) . . ? C42 C43 C44 118.2(9) . . ? C42 C43 H43 120.9 . . ? C44 C43 H43 120.9 . . ? C45 C44 C43 117.1(10) . . ? C45 C44 H44 121.4 . . ? C43 C44 H44 121.4 . . ? C44 C45 C46 122.3(9) . . ? C44 C45 H45 118.9 . . ? C46 C45 H45 118.9 . . ? N16 C46 C45 123.3(9) . . ? N16 C46 H46 118.4 . . ? C45 C46 H46 118.4 . . ? S1 C51 H51A 109.5 . . ? S1 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? S1 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? S1 C52 H52A 109.5 . . ? S1 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? S1 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C1 N1 C4 117.7(7) . . ? C4 N2 C3 116.4(8) . . ? N4 N3 C1 117.1(6) . . ? N4 N3 C11 121.7(8) . . ? C1 N3 C11 120.9(7) . . ? C12 N4 N3 120.3(8) . . ? C3 N5 N6 118.7(8) . . ? C3 N5 H5 120.6 . . ? N6 N5 H5 120.6 . . ? C18 N6 N5 117.6(8) . . ? C13 N7 C17 120.2(11) . . ? C19 N8 C23 116.7(9) . . ? C27 N9 C24 117.5(7) . . ? C26 N10 C27 114.6(8) . . ? N12 N11 C24 112.8(7) . . ? N12 N11 C34 122.7(8) . . ? C24 N11 C34 124.4(8) . . ? C35 N12 N11 120.9(7) . . ? N14 N13 C26 117.5(8) . . ? N14 N13 H13 121.2 . . ? C26 N13 H13 121.2 . . ? C41 N14 N13 118.8(8) . . ? C40 N15 C36 113.7(9) . . ? C46 N16 C42 117.3(8) . . ? O1 S1 C51 110.2(8) . . ? O1 S1 C52 108.4(7) . . ? C51 S1 C52 100.0(8) . . ? O2 S2 C54 132.4(15) . . ? O2 S2 C53 102.2(14) . . ? C54 S2 C53 109.7(14) . . ? O2A S2A C54A 102.4(10) . . ? O2A S2A C53A 99.5(15) . . ? C54A S2A C53A 100.9(11) . . ? S2A C53A H53D 109.5 . . ? S2A C53A H53E 109.5 . . ? H53D C53A H53E 109.5 . . ? S2A C53A H53F 109.5 . . ? H53D C53A H53F 109.5 . . ? H53E C53A H53F 109.5 . . ? S2A C54A H54D 109.5 . . ? S2A C54A H54E 109.5 . . ? H54D C54A H54E 109.5 . . ? S2A C54A H54F 109.5 . . ? H54D C54A H54F 109.5 . . ? H54E C54A H54F 109.5 . . ? O3 S3 C55 109.1(9) . . ? O3 S3 C56 107.3(8) . . ? C55 S3 C56 98.9(8) . . ? S3 C55 H55A 109.5 . . ? S3 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? S3 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? S3 C56 H56A 109.5 . . ? S3 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? S3 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? S3A C55A H55D 109.5 . . ? S3A C55A H55E 109.5 . . ? H55D C55A H55E 109.5 . . ? S3A C55A H55F 109.5 . . ? H55D C55A H55F 109.5 . . ? H55E C55A H55F 109.5 . . ? S4A O4 S4 32.6(4) . . ? O4 S4 C58 101.8(7) . . ? O4 S4 C57 105.0(8) . . ? C58 S4 C57 99.0(10) . . ? S4 C57 H57A 109.5 . . ? S4 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? S4 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? S4 C58 H58A 109.5 . . ? S4 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? S4 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? O4 S4A C57A 111.0(16) . . ? S4A C57A H57D 109.5 . . ? S4A C57A H57E 109.5 . . ? H57D C57A H57E 109.5 . . ? S4A C57A H57F 109.5 . . ? H57D C57A H57F 109.5 . . ? H57E C57A H57F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.390 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.067