# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 188/213 data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H80 N4 O6' _chemical_formula_weight 953.28 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M I2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z' _cell_length_a 22.32(2) _cell_length_b 21.09(2) _cell_length_c 22.89(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.583(10) _cell_angle_gamma 90.00 _cell_volume 10744(20) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used all _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4128 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number all _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16974 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0914 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.05 _reflns_number_total 8873 _reflns_number_gt 5114 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON(Spek,1994)' _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 w=1/[\s^2^(Fo^2^)+(0.1052P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8873 _refine_ls_number_parameters 645 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1851 _refine_ls_R_factor_gt 0.0973 _refine_ls_wR_factor_ref 0.2382 _refine_ls_wR_factor_gt 0.1999 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_restrained_S_all 1.152 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C11 C 0.32478(17) 0.69240(18) 0.34122(17) 0.0417(10) Uani 1 d . . . C12 C 0.33844(18) 0.75623(19) 0.33484(18) 0.0481(11) Uani 1 d . . . H12 H 0.3203 0.7778 0.3027 0.058 Uiso 1 calc R . . C13 C 0.37724(18) 0.78928(18) 0.37329(18) 0.0456(10) Uani 1 d . . . C14 C 0.40454(19) 0.7547(2) 0.41899(19) 0.0531(11) Uani 1 d . . . H14 H 0.4312 0.7755 0.4457 0.064 Uiso 1 calc R . . C15 C 0.39448(17) 0.69030(19) 0.42742(17) 0.0428(10) Uani 1 d . . . C16 C 0.35381(18) 0.66018(18) 0.38840(17) 0.0413(10) Uani 1 d . . . C17 C 0.42712(19) 0.6550(2) 0.47880(18) 0.0516(11) Uani 1 d . . . H17A H 0.4388 0.6134 0.4656 0.062 Uiso 1 calc R . . H17B H 0.4635 0.6779 0.4914 0.062 Uiso 1 calc R . . C21 C 0.38964(17) 0.64725(18) 0.53045(18) 0.0432(10) Uani 1 d . . . C22 C 0.38687(19) 0.6943(2) 0.57235(19) 0.0516(11) Uani 1 d . . . H22 H 0.4105 0.7303 0.5693 0.062 Uiso 1 calc R . . C23 C 0.35086(19) 0.6903(2) 0.61813(19) 0.0510(11) Uani 1 d . . . C24 C 0.31538(19) 0.6366(2) 0.62033(18) 0.0515(11) Uani 1 d . . . H24 H 0.2895 0.6336 0.6501 0.062 Uiso 1 calc R . . C25 C 0.31629(18) 0.58737(18) 0.58076(18) 0.0444(10) Uani 1 d . . . C26 C 0.35528(17) 0.59276(17) 0.53722(17) 0.0420(10) Uani 1 d . . . C27 C 0.27413(17) 0.53104(18) 0.58484(18) 0.0463(10) Uani 1 d . . . H27A H 0.2737 0.5183 0.6255 0.056 Uiso 1 calc R . . H27B H 0.2892 0.4956 0.5633 0.056 Uiso 1 calc R . . C31 C 0.21018(17) 0.54634(17) 0.56047(18) 0.0419(10) Uani 1 d . . . C32 C 0.16810(19) 0.56679(18) 0.59603(18) 0.0466(10) Uani 1 d . . . H32 H 0.1792 0.5699 0.6360 0.056 Uiso 1 calc R . . C33 C 0.1100(2) 0.58327(18) 0.5766(2) 0.0506(11) Uani 1 d . . . C34 C 0.09555(19) 0.57657(18) 0.5173(2) 0.0521(12) Uani 1 d . . . H34 H 0.0566 0.5864 0.5026 0.063 Uiso 1 calc R . . C35 C 0.13546(18) 0.55612(18) 0.47883(18) 0.0436(10) Uani 1 d . . . C36 C 0.19293(17) 0.54009(17) 0.50048(18) 0.0405(10) Uani 1 d . . . C37 C 0.11692(19) 0.55306(19) 0.41354(18) 0.0504(11) Uani 1 d . . . H37A H 0.0734 0.5520 0.4076 0.060 Uiso 1 calc R . . H37B H 0.1323 0.5143 0.3975 0.060 Uiso 1 calc R . . C41 C 0.14050(18) 0.60973(18) 0.38109(16) 0.0406(10) Uani 1 d . . . C42 C 0.11206(18) 0.66790(19) 0.38366(18) 0.0484(11) Uani 1 d . . . H42 H 0.0769 0.6704 0.4027 0.058 Uiso 1 calc R . . C43 C 0.13390(19) 0.72277(18) 0.35900(17) 0.0444(10) Uani 1 d . . . C44 C 0.18716(19) 0.71656(19) 0.33253(17) 0.0465(10) Uani 1 d . . . H44 H 0.2033 0.7526 0.3165 0.056 Uiso 1 calc R . . C45 C 0.21812(18) 0.65938(17) 0.32839(16) 0.0404(10) Uani 1 d . . . C46 C 0.19263(18) 0.60674(17) 0.35183(16) 0.0395(10) Uani 1 d . . . C47 C 0.27720(18) 0.65994(18) 0.30118(17) 0.0445(10) Uani 1 d . . . H47A H 0.2727 0.6820 0.2639 0.053 Uiso 1 calc R . . H47B H 0.2895 0.6167 0.2939 0.053 Uiso 1 calc R . . O150 O 0.33863(14) 0.59726(13) 0.39231(12) 0.0579(8) Uani 1 d . . . H150 H 0.3551 0.5822 0.4225 0.069 Uiso 1 calc R . . O250 O 0.35980(12) 0.54316(12) 0.49776(12) 0.0475(7) Uani 1 d . . . C251 C 0.4070(2) 0.4986(2) 0.5134(2) 0.0656(13) Uani 1 d . . . H25A H 0.4063 0.4873 0.5544 0.079 Uiso 1 calc R . . H25B H 0.4456 0.5178 0.5078 0.079 Uiso 1 calc R . . C252 C 0.3991(3) 0.4409(2) 0.4767(2) 0.0677(14) Uani 1 d . . . O254 O 0.44096(19) 0.40467(18) 0.47398(18) 0.0985(13) Uani 1 d . . . N253 N 0.3444(2) 0.43175(17) 0.44994(18) 0.0688(12) Uani 1 d . . . H253 H 0.3177 0.4607 0.4525 0.083 Uiso 1 calc R . . C255 C 0.3285(3) 0.3749(2) 0.4168(2) 0.0835(17) Uani 1 d . . . H25C H 0.3640 0.3587 0.4001 0.100 Uiso 1 calc R . . H25D H 0.2994 0.3857 0.3846 0.100 Uiso 1 calc R . . C256 C 0.3027(2) 0.32353(19) 0.4529(2) 0.0565(12) Uani 1 d . . . C257 C 0.2605(3) 0.3350(2) 0.4890(3) 0.0790(16) Uani 1 d . . . H257 H 0.2462 0.3760 0.4935 0.095 Uiso 1 calc R . . C258 C 0.2385(3) 0.2859(4) 0.5193(3) 0.102(2) Uani 1 d . . . H258 H 0.2095 0.2931 0.5455 0.122 Uiso 1 calc R . . C259 C 0.2590(3) 0.2265(3) 0.5111(3) 0.0876(18) Uani 1 d . . . H259 H 0.2438 0.1924 0.5310 0.105 Uiso 1 calc R . . C260 C 0.3008(3) 0.2177(3) 0.4745(3) 0.0878(18) Uani 1 d . . . H260 H 0.3151 0.1768 0.4692 0.105 Uiso 1 calc R . . N261 N 0.3234(2) 0.2652(2) 0.4446(2) 0.0863(14) Uani 1 d . . . O350 O 0.23503(13) 0.51703(14) 0.46560(13) 0.0564(8) Uani 1 d . . . H350 H 0.2297 0.5327 0.4328 0.068 Uiso 1 calc R . . O450 O 0.22106(12) 0.54743(12) 0.34806(11) 0.0484(7) Uani 1 d . . . C451 C 0.1995(2) 0.5082(2) 0.3002(2) 0.0629(13) Uani 1 d . . . H45A H 0.1796 0.5348 0.2699 0.076 Uiso 1 calc R . . H45B H 0.1697 0.4792 0.3135 0.076 Uiso 1 calc R . . C452 C 0.2465(3) 0.4716(3) 0.2749(2) 0.0717(14) Uani 1 d . . . O453 O 0.23249(18) 0.4312(2) 0.23776(18) 0.1163(16) Uani 1 d . . . N454 N 0.3018(2) 0.4832(2) 0.29471(18) 0.0827(13) Uani 1 d . . . H454 H 0.3090 0.5110 0.3219 0.099 Uiso 1 calc R . . C455 C 0.3508(3) 0.4500(5) 0.2715(4) 0.183(5) Uani 1 d . . . H45C H 0.3487 0.4568 0.2295 0.219 Uiso 1 calc R . . H45D H 0.3456 0.4049 0.2780 0.219 Uiso 1 calc R . . C456 C 0.4115(3) 0.4688(3) 0.2970(2) 0.0773(16) Uani 1 d . . . C457 C 0.4510(5) 0.4203(4) 0.3181(3) 0.137(3) Uani 1 d . . . H457 H 0.4424 0.3772 0.3178 0.164 Uiso 1 calc R . . C458 C 0.5115(4) 0.4512(6) 0.3422(3) 0.138(3) Uani 1 d . . . H458 H 0.5442 0.4272 0.3572 0.165 Uiso 1 calc R . . C459 C 0.5133(5) 0.5162(7) 0.3398(4) 0.167(5) Uani 1 d . . . H459 H 0.5475 0.5377 0.3546 0.201 Uiso 1 calc R . . C460 C 0.4666(5) 0.5480(8) 0.3168(6) 0.220(7) Uani 1 d . . . H458 H 0.4726 0.5913 0.3123 0.264 Uiso 1 calc R . . N461 N 0.4167(4) 0.5286(4) 0.3003(3) 0.162(3) Uani 1 d . . . C100 C 0.3884(2) 0.8592(2) 0.3650(2) 0.0597(12) Uani 1 d . . . C101 C 0.3302(3) 0.8947(2) 0.3537(3) 0.098(2) Uani 1 d . . . H10A H 0.3090 0.8790 0.3186 0.118 Uiso 1 calc R . . H10B H 0.3385 0.9391 0.3492 0.118 Uiso 1 calc R . . H10C H 0.3061 0.8889 0.3861 0.118 Uiso 1 calc R . . C102 C 0.4223(3) 0.8893(3) 0.4170(3) 0.114(2) Uani 1 d . . . H10D H 0.3992 0.8860 0.4505 0.137 Uiso 1 calc R . . H10E H 0.4294 0.9332 0.4088 0.137 Uiso 1 calc R . . H10F H 0.4601 0.8680 0.4250 0.137 Uiso 1 calc R . . C103 C 0.4233(3) 0.8682(3) 0.3109(3) 0.116(2) Uani 1 d . . . H10G H 0.4598 0.8440 0.3152 0.139 Uiso 1 calc R . . H10H H 0.4329 0.9123 0.3067 0.139 Uiso 1 calc R . . H10I H 0.3992 0.8541 0.2767 0.139 Uiso 1 calc R . . C300 C 0.0643(2) 0.6073(3) 0.6166(2) 0.0709(14) Uani 1 d . . . C301 C 0.0083(4) 0.5735(5) 0.6100(5) 0.218(6) Uani 1 d . . . H30A H 0.0148 0.5300 0.6212 0.262 Uiso 1 calc R . . H30B H -0.0077 0.5754 0.5698 0.262 Uiso 1 calc R . . H30C H -0.0197 0.5925 0.6345 0.262 Uiso 1 calc R . . C303 C 0.0841(6) 0.6013(12) 0.6764(4) 0.389(15) Uani 1 d . . . H30D H 0.0850 0.5572 0.6871 0.466 Uiso 1 calc R . . H30E H 0.0570 0.6235 0.6997 0.466 Uiso 1 calc R . . H30F H 0.1237 0.6189 0.6831 0.466 Uiso 1 calc R . . C302 C 0.0521(7) 0.6717(4) 0.6050(8) 0.352(13) Uani 1 d . . . H30G H 0.0326 0.6898 0.6370 0.423 Uiso 1 calc R . . H30H H 0.0262 0.6755 0.5696 0.423 Uiso 1 calc R . . H30I H 0.0890 0.6939 0.6006 0.423 Uiso 1 calc R . . C401 C 0.0666(4) 0.7925(3) 0.4112(3) 0.129(3) Uani 1 d . . . H40A H 0.0381 0.7585 0.4122 0.154 Uiso 1 calc R . . H40B H 0.0457 0.8323 0.4095 0.154 Uiso 1 calc R . . H40C H 0.0938 0.7911 0.4459 0.154 Uiso 1 calc R . . C402 C 0.1427(3) 0.8414(3) 0.3608(4) 0.148(3) Uani 1 d . . . H40D H 0.1207 0.8797 0.3665 0.178 Uiso 1 calc R . . H40E H 0.1611 0.8438 0.3244 0.178 Uiso 1 calc R . . H40F H 0.1733 0.8363 0.3924 0.178 Uiso 1 calc R . . C403 C 0.0616(5) 0.7897(4) 0.3052(4) 0.221(6) Uani 1 d . . . H40G H 0.0263 0.7645 0.3087 0.265 Uiso 1 calc R . . H40H H 0.0828 0.7743 0.2731 0.265 Uiso 1 calc R . . H40I H 0.0502 0.8331 0.2980 0.265 Uiso 1 calc R . . C400 C 0.1006(2) 0.78569(19) 0.3594(2) 0.0560(12) Uani 1 d . . . C200 C 0.3534(2) 0.7412(2) 0.6650(2) 0.0701(14) Uani 1 d . . . C201 C 0.4120(4) 0.7326(4) 0.7040(3) 0.152(3) Uani 1 d . . . H20A H 0.4169 0.7674 0.7310 0.183 Uiso 1 calc R . . H20B H 0.4453 0.7314 0.6800 0.183 Uiso 1 calc R . . H20C H 0.4103 0.6936 0.7255 0.183 Uiso 1 calc R . . C202 C 0.3574(4) 0.8064(3) 0.6393(3) 0.126(3) Uani 1 d . . . H20D H 0.3204 0.8163 0.6170 0.151 Uiso 1 calc R . . H20E H 0.3899 0.8078 0.6143 0.151 Uiso 1 calc R . . H20F H 0.3645 0.8367 0.6704 0.151 Uiso 1 calc R . . C203 C 0.3024(4) 0.7393(4) 0.7007(4) 0.189(5) Uani 1 d . . . H20G H 0.2663 0.7491 0.6768 0.227 Uiso 1 calc R . . H20H H 0.3082 0.7699 0.7317 0.227 Uiso 1 calc R . . H20I H 0.2992 0.6977 0.7172 0.227 Uiso 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 C11 0.037(2) 0.051(3) 0.038(2) 0.0074(18) 0.0080(19) 0.0067(18) C12 0.038(3) 0.058(3) 0.049(3) 0.012(2) 0.004(2) 0.004(2) C13 0.041(3) 0.049(2) 0.046(3) 0.005(2) -0.002(2) -0.0002(19) C14 0.041(3) 0.061(3) 0.058(3) -0.001(2) 0.008(2) -0.014(2) C15 0.035(2) 0.054(3) 0.040(2) 0.0072(19) 0.009(2) -0.0016(19) C16 0.042(2) 0.043(2) 0.039(2) 0.0056(18) 0.011(2) 0.0032(18) C17 0.040(3) 0.064(3) 0.050(3) 0.010(2) -0.003(2) -0.010(2) C21 0.032(2) 0.054(3) 0.045(3) 0.0080(19) 0.0044(19) 0.0010(18) C22 0.039(3) 0.058(3) 0.057(3) 0.006(2) 0.000(2) -0.014(2) C23 0.045(3) 0.068(3) 0.040(3) 0.006(2) 0.002(2) -0.013(2) C24 0.047(3) 0.072(3) 0.036(2) 0.002(2) 0.006(2) -0.007(2) C25 0.038(2) 0.054(3) 0.040(3) 0.017(2) 0.000(2) -0.0028(19) C26 0.039(2) 0.044(2) 0.041(2) 0.0026(18) -0.006(2) 0.0006(18) C27 0.042(3) 0.053(2) 0.043(2) 0.0148(19) -0.003(2) 0.0021(19) C31 0.040(2) 0.038(2) 0.046(3) 0.0084(18) -0.001(2) -0.0034(18) C32 0.048(3) 0.050(2) 0.041(3) 0.0017(19) 0.005(2) -0.004(2) C33 0.052(3) 0.048(3) 0.051(3) -0.001(2) -0.003(2) -0.001(2) C34 0.032(3) 0.049(3) 0.074(3) 0.009(2) 0.001(2) 0.0010(19) C35 0.036(2) 0.046(2) 0.049(3) 0.0042(19) 0.003(2) -0.0083(18) C36 0.032(2) 0.039(2) 0.052(3) 0.0111(18) 0.009(2) -0.0027(17) C37 0.040(3) 0.053(3) 0.056(3) 0.007(2) -0.006(2) -0.0072(19) C41 0.038(2) 0.051(2) 0.031(2) 0.0001(17) -0.0027(19) -0.0110(19) C42 0.037(2) 0.057(3) 0.050(3) -0.006(2) 0.004(2) 0.002(2) C43 0.045(3) 0.050(2) 0.037(2) 0.0013(18) -0.002(2) 0.001(2) C44 0.054(3) 0.052(3) 0.033(2) 0.0073(18) 0.001(2) -0.005(2) C45 0.043(3) 0.044(2) 0.033(2) 0.0004(17) -0.0064(19) 0.0046(19) C46 0.047(3) 0.039(2) 0.031(2) -0.0004(16) -0.005(2) 0.0010(18) C47 0.046(3) 0.054(2) 0.034(2) 0.0003(18) 0.009(2) -0.0022(19) O150 0.073(2) 0.0551(19) 0.0434(19) 0.0074(13) -0.0089(16) 0.0021(15) O250 0.0446(17) 0.0467(16) 0.0505(17) 0.0107(13) 0.0000(13) 0.0084(13) C251 0.058(3) 0.060(3) 0.077(4) 0.015(2) 0.001(3) 0.016(2) C252 0.074(4) 0.066(3) 0.063(3) 0.019(3) 0.009(3) 0.029(3) O254 0.097(3) 0.092(3) 0.109(3) 0.014(2) 0.020(2) 0.046(2) N253 0.081(3) 0.047(2) 0.080(3) -0.001(2) 0.015(3) 0.012(2) C255 0.117(5) 0.067(4) 0.070(4) 0.003(3) 0.026(3) 0.007(3) C256 0.075(3) 0.039(3) 0.055(3) -0.009(2) 0.004(3) 0.012(2) C257 0.092(4) 0.054(3) 0.095(4) -0.014(3) 0.032(4) 0.020(3) C258 0.083(5) 0.116(6) 0.112(5) -0.019(4) 0.044(4) -0.008(4) C259 0.102(5) 0.085(5) 0.074(4) 0.006(3) -0.004(4) -0.024(4) C260 0.104(5) 0.050(3) 0.110(5) -0.006(3) 0.009(4) 0.001(3) N261 0.098(4) 0.057(3) 0.107(4) -0.001(2) 0.023(3) 0.009(2) O350 0.0458(18) 0.076(2) 0.0468(18) 0.0117(15) 0.0018(15) 0.0131(15) O450 0.0554(18) 0.0450(16) 0.0435(17) 0.0005(12) -0.0039(14) 0.0009(13) C451 0.063(3) 0.058(3) 0.066(3) -0.014(2) -0.005(3) -0.007(2) C452 0.065(4) 0.100(4) 0.048(3) -0.015(3) -0.006(3) 0.012(3) O453 0.093(3) 0.165(4) 0.088(3) -0.077(3) -0.013(2) 0.016(3) N454 0.069(3) 0.121(4) 0.059(3) -0.037(2) 0.012(2) 0.015(3) C455 0.064(5) 0.353(13) 0.128(7) -0.136(8) -0.005(4) 0.023(6) C456 0.076(4) 0.089(4) 0.066(4) -0.027(3) 0.001(3) -0.008(3) C457 0.204(10) 0.127(6) 0.090(5) 0.005(5) 0.078(6) -0.011(7) C458 0.097(6) 0.238(11) 0.074(5) 0.001(6) -0.012(4) -0.039(7) C459 0.133(9) 0.256(13) 0.106(7) 0.034(8) -0.032(6) -0.095(10) C460 0.102(8) 0.334(17) 0.217(13) 0.081(11) -0.032(8) -0.096(10) N461 0.173(8) 0.155(7) 0.161(7) -0.037(5) 0.033(6) -0.049(6) C100 0.064(3) 0.050(3) 0.064(3) 0.007(2) 0.001(3) -0.008(2) C101 0.105(5) 0.049(3) 0.136(6) 0.001(3) -0.015(4) 0.006(3) C102 0.149(6) 0.068(4) 0.117(5) 0.009(3) -0.045(5) -0.036(4) C103 0.141(6) 0.080(4) 0.135(6) 0.022(4) 0.055(5) -0.016(4) C300 0.065(4) 0.079(4) 0.070(4) -0.018(3) 0.012(3) 0.004(3) C301 0.121(7) 0.266(12) 0.287(14) -0.143(10) 0.144(9) -0.072(8) C303 0.186(11) 0.89(4) 0.093(7) -0.093(14) 0.024(8) 0.285(19) C302 0.45(2) 0.100(8) 0.57(3) -0.042(10) 0.43(2) 0.008(9) C401 0.166(7) 0.089(4) 0.144(6) 0.018(4) 0.093(6) 0.051(4) C402 0.108(6) 0.064(4) 0.279(11) -0.015(5) 0.059(6) 0.006(4) C403 0.328(14) 0.167(8) 0.144(7) -0.059(6) -0.128(8) 0.184(9) C400 0.058(3) 0.048(3) 0.062(3) 0.007(2) 0.005(2) 0.016(2) C200 0.080(4) 0.070(3) 0.059(3) -0.010(3) 0.004(3) -0.026(3) C201 0.202(9) 0.131(6) 0.111(6) -0.029(5) -0.065(6) 0.000(6) C202 0.181(8) 0.098(5) 0.101(5) -0.038(4) 0.032(5) -0.009(5) C203 0.214(10) 0.190(8) 0.183(8) -0.136(7) 0.144(8) -0.117(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C11 C12 1.390(6) . ? C11 C16 1.392(5) . ? C11 C47 1.510(5) . ? C12 C13 1.374(5) . ? C13 C14 1.378(6) . ? C13 C100 1.510(6) . ? C14 C15 1.391(6) . ? C15 C16 1.377(5) . ? C15 C17 1.527(6) . ? C16 O150 1.374(5) . ? C17 C21 1.511(6) . ? C21 C22 1.385(6) . ? C21 C26 1.397(5) . ? C22 C23 1.374(6) . ? C23 C24 1.385(6) . ? C23 C200 1.514(6) . ? C24 C25 1.379(6) . ? C25 C26 1.379(6) . ? C25 C27 1.523(5) . ? C26 O250 1.391(5) . ? C27 C31 1.525(5) . ? C31 C32 1.361(6) . ? C31 C36 1.403(6) . ? C32 C33 1.382(6) . ? C33 C34 1.378(6) . ? C33 C300 1.511(7) . ? C34 C35 1.371(6) . ? C35 C36 1.380(5) . ? C35 C37 1.520(6) . ? C36 O350 1.370(5) . ? C37 C41 1.523(5) . ? C41 C42 1.385(6) . ? C41 C46 1.390(5) . ? C42 C43 1.393(6) . ? C43 C44 1.383(6) . ? C43 C400 1.521(6) . ? C44 C45 1.397(5) . ? C45 C46 1.376(5) . ? C45 C47 1.503(6) . ? C46 O450 1.408(5) . ? O250 C251 1.435(5) . ? C251 C252 1.481(7) . ? C252 O254 1.212(5) . ? C252 N253 1.336(6) . ? N253 C255 1.448(6) . ? C255 C256 1.505(7) . ? C256 C257 1.323(7) . ? C256 N261 1.333(6) . ? C257 C258 1.361(8) . ? C258 C259 1.351(8) . ? C259 C260 1.317(8) . ? C260 N261 1.336(7) . ? O450 C451 1.425(5) . ? C451 C452 1.461(7) . ? C452 O453 1.227(6) . ? C452 N454 1.303(6) . ? N454 C455 1.435(7) . ? C455 C456 1.487(8) . ? C456 N461 1.269(8) . ? C456 C457 1.410(10) . ? C457 C458 1.560(11) . ? C458 C459 1.372(13) . ? C459 C460 1.313(14) . ? C460 N461 1.218(10) . ? C100 C102 1.500(7) . ? C100 C101 1.504(7) . ? C100 C103 1.526(7) . ? C300 C302 1.408(11) . ? C300 C303 1.411(11) . ? C300 C301 1.438(9) . ? C401 C400 1.466(7) . ? C402 C400 1.503(7) . ? C403 C400 1.461(8) . ? C200 C203 1.454(8) . ? C200 C202 1.501(8) . ? C200 C201 1.534(9) . ? 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 C12 C11 C16 117.5(4) . . ? C12 C11 C47 121.6(4) . . ? C16 C11 C47 120.7(4) . . ? C13 C12 C11 123.8(4) . . ? C12 C13 C14 115.8(4) . . ? C12 C13 C100 121.1(4) . . ? C14 C13 C100 123.1(4) . . ? C13 C14 C15 123.8(4) . . ? C16 C15 C14 117.7(4) . . ? C16 C15 C17 121.6(4) . . ? C14 C15 C17 120.6(4) . . ? O150 C16 C15 123.8(3) . . ? O150 C16 C11 114.8(4) . . ? C15 C16 C11 121.4(4) . . ? C21 C17 C15 113.3(3) . . ? C22 C21 C26 117.2(4) . . ? C22 C21 C17 121.5(4) . . ? C26 C21 C17 121.3(4) . . ? C23 C22 C21 123.1(4) . . ? C22 C23 C24 116.7(4) . . ? C22 C23 C200 120.4(4) . . ? C24 C23 C200 122.9(4) . . ? C25 C24 C23 123.6(4) . . ? C24 C25 C26 117.1(4) . . ? C24 C25 C27 120.3(4) . . ? C26 C25 C27 122.5(4) . . ? C25 C26 O250 119.3(3) . . ? C25 C26 C21 122.1(4) . . ? O250 C26 C21 118.5(4) . . ? C25 C27 C31 112.2(3) . . ? C32 C31 C36 117.8(4) . . ? C32 C31 C27 121.2(4) . . ? C36 C31 C27 120.9(4) . . ? C31 C32 C33 124.2(4) . . ? C34 C33 C32 115.5(4) . . ? C34 C33 C300 121.1(4) . . ? C32 C33 C300 123.4(4) . . ? C35 C34 C33 123.5(4) . . ? C34 C35 C36 118.6(4) . . ? C34 C35 C37 120.3(4) . . ? C36 C35 C37 121.0(4) . . ? O350 C36 C35 122.6(4) . . ? O350 C36 C31 117.2(3) . . ? C35 C36 C31 120.2(4) . . ? C35 C37 C41 111.6(3) . . ? C42 C41 C46 117.7(3) . . ? C42 C41 C37 119.8(4) . . ? C46 C41 C37 122.3(3) . . ? C41 C42 C43 122.8(4) . . ? C44 C43 C42 116.1(4) . . ? C44 C43 C400 121.5(4) . . ? C42 C43 C400 122.4(4) . . ? C43 C44 C45 124.0(4) . . ? C46 C45 C44 116.6(4) . . ? C46 C45 C47 124.9(3) . . ? C44 C45 C47 118.5(3) . . ? C45 C46 C41 122.7(3) . . ? C45 C46 O450 119.3(4) . . ? C41 C46 O450 117.9(3) . . ? C45 C47 C11 110.5(3) . . ? C26 O250 C251 114.9(3) . . ? O250 C251 C252 110.2(4) . . ? O254 C252 N253 124.4(5) . . ? O254 C252 C251 119.4(5) . . ? N253 C252 C251 116.2(4) . . ? C252 N253 C255 122.5(4) . . ? N253 C255 C256 113.4(4) . . ? C257 C256 N261 122.1(5) . . ? C257 C256 C255 122.3(4) . . ? N261 C256 C255 115.6(5) . . ? C256 C257 C258 118.9(5) . . ? C259 C258 C257 119.6(6) . . ? C260 C259 C258 119.0(6) . . ? C259 C260 N261 122.4(5) . . ? C256 N261 C260 118.0(5) . . ? C46 O450 C451 115.8(3) . . ? O450 C451 C452 113.7(4) . . ? O453 C452 N454 123.6(5) . . ? O453 C452 C451 119.3(5) . . ? N454 C452 C451 117.0(4) . . ? C452 N454 C455 120.5(5) . . ? N454 C455 C456 114.9(6) . . ? N461 C456 C457 130.4(7) . . ? N461 C456 C455 111.4(8) . . ? C457 C456 C455 117.9(8) . . ? C456 C457 C458 108.6(7) . . ? C459 C458 C457 115.4(9) . . ? C460 C459 C458 120.2(11) . . ? N461 C460 C459 129.0(15) . . ? C460 N461 C456 115.4(11) . . ? C102 C100 C101 107.4(5) . . ? C102 C100 C13 113.0(4) . . ? C101 C100 C13 111.0(4) . . ? C102 C100 C103 109.5(5) . . ? C101 C100 C103 106.7(5) . . ? C13 C100 C103 108.9(4) . . ? C302 C300 C303 108.1(11) . . ? C302 C300 C301 107.7(9) . . ? C303 C300 C301 105.1(11) . . ? C302 C300 C33 109.9(5) . . ? C303 C300 C33 112.6(5) . . ? C301 C300 C33 113.2(5) . . ? C403 C400 C401 111.7(6) . . ? C403 C400 C402 107.5(6) . . ? C401 C400 C402 105.7(5) . . ? C403 C400 C43 107.7(4) . . ? C401 C400 C43 112.0(4) . . ? C402 C400 C43 112.2(4) . . ? C203 C200 C202 108.6(6) . . ? C203 C200 C23 113.1(4) . . ? C202 C200 C23 111.8(4) . . ? C203 C200 C201 109.8(6) . . ? C202 C200 C201 105.1(5) . . ? C23 C200 C201 108.1(5) . . ? _refine_diff_density_max 0.351 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.041 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ; data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C61 H72 N4 O5 ' _chemical_formula_weight 941.22 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.442(7) _cell_length_b 13.208(9) _cell_length_c 23.11(2) _cell_angle_alpha 72.321(10) _cell_angle_beta 85.089(10) _cell_angle_gamma 73.503(10) _cell_volume 2912(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used all _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.074 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number all _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6654 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 24.93 _reflns_number_total 6654 _reflns_number_gt 4274 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON(Spek,1994)' _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 w=1/[\s^2^(Fo^2^)+(0.1896P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.005(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6654 _refine_ls_number_parameters 646 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1096 _refine_ls_R_factor_gt 0.0793 _refine_ls_wR_factor_ref 0.2453 _refine_ls_wR_factor_gt 0.2218 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.347 _refine_ls_shift/su_mean 0.027 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C11 C 0.3273(3) 0.8851(3) 0.08671(15) 0.0599(10) Uani 1 d . . . C12 C 0.2490(3) 0.9921(4) 0.05442(16) 0.0643(10) Uani 1 d . . . H12 H 0.2865 1.0332 0.0208 0.077 Uiso 1 calc R . . C13 C 0.1174(4) 1.0388(3) 0.07106(16) 0.0646(10) Uani 1 d . . . C14 C 0.0658(3) 0.9716(3) 0.12282(16) 0.0613(10) Uani 1 d . . . H14 H -0.0212 0.9991 0.1348 0.074 Uiso 1 calc R . . C15 C 0.1391(3) 0.8657(3) 0.15717(15) 0.0559(9) Uani 1 d . . . C16 C 0.2717(3) 0.8228(3) 0.13839(15) 0.0561(9) Uani 1 d . . . C17 C 0.0818(3) 0.7992(4) 0.21415(15) 0.0666(10) Uani 1 d . . . H17A H 0.1049 0.7226 0.2144 0.080 Uiso 1 calc R . . H17B H -0.0148 0.8266 0.2132 0.080 Uiso 1 calc R . . C21 C 0.1340(3) 0.8060(3) 0.27245(15) 0.0571(10) Uani 1 d . . . C22 C 0.1005(4) 0.9087(4) 0.28647(17) 0.0692(11) Uani 1 d . . . H22 H 0.0427 0.9699 0.2607 0.083 Uiso 1 calc R . . C23 C 0.1507(4) 0.9211(4) 0.33717(18) 0.0698(11) Uani 1 d . . . C24 C 0.2389(4) 0.8273(4) 0.37536(17) 0.0667(11) Uani 1 d . . . H24 H 0.2736 0.8343 0.4092 0.080 Uiso 1 calc R . . C25 C 0.2775(3) 0.7211(3) 0.36425(14) 0.0549(9) Uani 1 d . . . C26 C 0.2201(3) 0.7127(3) 0.31323(14) 0.0528(9) Uani 1 d . . . C27 C 0.3873(3) 0.6247(3) 0.40332(15) 0.0632(10) Uani 1 d . . . H27A H 0.3656 0.6139 0.4460 0.076 Uiso 1 calc R . . H27B H 0.3915 0.5571 0.3939 0.076 Uiso 1 calc R . . C31 C 0.5225(3) 0.6504(3) 0.39052(15) 0.0595(10) Uani 1 d . . . C32 C 0.5834(4) 0.6815(3) 0.43183(16) 0.0700(11) Uani 1 d . . . H32 H 0.5413 0.6830 0.4688 0.084 Uiso 1 calc R . . C33 C 0.7059(4) 0.7106(4) 0.42000(17) 0.0743(12) Uani 1 d . . . C34 C 0.7663(3) 0.7075(3) 0.36403(16) 0.0683(11) Uani 1 d . . . H34 H 0.8464 0.7267 0.3549 0.082 Uiso 1 calc R . . C35 C 0.7107(3) 0.6765(3) 0.32090(15) 0.0576(9) Uani 1 d . . . C36 C 0.5899(3) 0.6472(3) 0.33456(14) 0.0539(9) Uani 1 d . . . C37 C 0.7765(3) 0.6801(3) 0.25860(15) 0.0642(10) Uani 1 d . . . H37A H 0.7794 0.6126 0.2493 0.077 Uiso 1 calc R . . H37B H 0.8677 0.6832 0.2604 0.077 Uiso 1 calc R . . C41 C 0.7021(3) 0.7794(3) 0.20750(15) 0.0561(9) Uani 1 d . . . C42 C 0.6858(3) 0.8907(4) 0.20969(18) 0.0667(11) Uani 1 d . . . H42 H 0.7269 0.9006 0.2410 0.080 Uiso 1 calc R . . C43 C 0.6099(4) 0.9856(4) 0.16618(18) 0.0667(11) Uani 1 d . . . C44 C 0.5504(4) 0.9663(4) 0.12016(17) 0.0706(11) Uani 1 d . . . H44 H 0.5011 1.0267 0.0906 0.085 Uiso 1 calc R . . C45 C 0.5615(3) 0.8587(4) 0.11626(15) 0.0582(10) Uani 1 d . . . C46 C 0.6394(3) 0.7651(3) 0.16060(15) 0.0579(10) Uani 1 d . . . C47 C 0.4742(3) 0.8444(4) 0.07106(16) 0.0665(10) Uani 1 d . . . H47A H 0.4954 0.7671 0.0727 0.080 Uiso 1 calc R . . H47B H 0.4916 0.8861 0.0302 0.080 Uiso 1 calc R . . O150 O 0.3439(2) 0.7174(2) 0.17244(11) 0.0642(7) Uani 1 d . . . H150 H 0.4176 0.7195 0.1808 0.077 Uiso 1 calc R . . O250 O 0.2602(2) 0.6081(2) 0.30028(10) 0.0575(7) Uani 1 d . . . O350 O 0.5378(2) 0.6136(2) 0.29201(10) 0.0640(7) Uani 1 d . . . H350 H 0.4613 0.6102 0.3017 0.077 Uiso 1 calc R . . O450 C 0.6378(2) 0.6547(2) 0.16228(10) 0.0253(6) Uani 1 d . . . C100 C 0.0337(4) 1.1581(4) 0.03614(18) 0.0750(11) Uani 1 d . . . C101 C 0.1013(7) 1.2119(6) -0.0198(3) 0.153(3) Uani 1 d . . . H10A H 0.1858 1.2164 -0.0089 0.184 Uiso 1 calc R . . H10B H 0.0460 1.2848 -0.0384 0.184 Uiso 1 calc R . . H10C H 0.1153 1.1689 -0.0478 0.184 Uiso 1 calc R . . C102 C -0.0005(6) 1.2313(5) 0.0832(2) 0.1083(16) Uani 1 d . . . H10D H -0.0479 1.1967 0.1175 0.130 Uiso 1 calc R . . H10E H -0.0548 1.3039 0.0633 0.130 Uiso 1 calc R . . H10F H 0.0810 1.2366 0.0968 0.130 Uiso 1 calc R . . C103 C -0.1000(5) 1.1538(5) 0.0170(3) 0.1097(17) Uani 1 d . . . H10G H -0.1509 1.1290 0.0524 0.132 Uiso 1 calc R . . H10H H -0.0852 1.1035 -0.0070 0.132 Uiso 1 calc R . . H10I H -0.1483 1.2261 -0.0067 0.132 Uiso 1 calc R . . C200 C 0.1101(5) 1.0368(5) 0.3506(2) 0.0914(14) Uani 1 d . . . C201 C 0.0609(10) 1.1373(7) 0.2949(4) 0.186(3) Uani 1 d . . . H20A H -0.0167 1.1312 0.2783 0.224 Uiso 1 calc R . . H20B H 0.1302 1.1397 0.2648 0.224 Uiso 1 calc R . . H20C H 0.0387 1.2037 0.3069 0.224 Uiso 1 calc R . . C202 C 0.0356(12) 1.0299(7) 0.4095(5) 0.239(6) Uani 1 d . . . H20D H 0.0846 0.9677 0.4407 0.286 Uiso 1 calc R . . H20E H -0.0509 1.0211 0.4050 0.286 Uiso 1 calc R . . H20F H 0.0254 1.0964 0.4203 0.286 Uiso 1 calc R . . C203 C 0.2434(8) 1.0610(6) 0.3665(4) 0.171(3) Uani 1 d . . . H20G H 0.3036 1.0629 0.3326 0.205 Uiso 1 calc R . . H20H H 0.2856 1.0038 0.4015 0.205 Uiso 1 calc R . . H20I H 0.2206 1.1309 0.3748 0.205 Uiso 1 calc R . . C300 C 0.7641(5) 0.7517(5) 0.4653(2) 0.1004(17) Uani 1 d . . . C301 C 0.7355(10) 0.7013(8) 0.5290(3) 0.212(5) Uani 1 d . . . H30A H 0.7714 0.6226 0.5390 0.255 Uiso 1 calc R . . H30B H 0.6407 0.7190 0.5353 0.255 Uiso 1 calc R . . H30C H 0.7758 0.7293 0.5545 0.255 Uiso 1 calc R . . C302 C 0.9063(8) 0.7547(9) 0.4530(3) 0.198(4) Uani 1 d . . . H30D H 0.9145 0.7982 0.4120 0.238 Uiso 1 calc R . . H30E H 0.9625 0.6809 0.4588 0.238 Uiso 1 calc R . . H30F H 0.9330 0.7869 0.4805 0.238 Uiso 1 calc R . . C303 C 0.5479(8) 1.1987(6) 0.1144(4) 0.166(3) Uani 1 d . . . H30G H 0.6101 1.1797 0.0838 0.199 Uiso 1 calc R . . H30H H 0.5563 1.2651 0.1207 0.199 Uiso 1 calc R . . H30I H 0.4586 1.2102 0.1015 0.199 Uiso 1 calc R . . C400 C 0.5779(4) 1.1046(4) 0.1739(2) 0.0866(13) Uani 1 d . . . C401 C 0.4585(7) 1.1210(7) 0.2141(4) 0.190(4) Uani 1 d . . . H40A H 0.3815 1.1213 0.1940 0.228 Uiso 1 calc R . . H40B H 0.4437 1.1902 0.2226 0.228 Uiso 1 calc R . . H40C H 0.4737 1.0620 0.2514 0.228 Uiso 1 calc R . . C402 C 0.6990(7) 1.1185(6) 0.2020(4) 0.149(2) Uani 1 d . . . H40D H 0.7725 1.1152 0.1741 0.179 Uiso 1 calc R . . H40E H 0.7244 1.0604 0.2392 0.179 Uiso 1 calc R . . H40F H 0.6750 1.1886 0.2102 0.179 Uiso 1 calc R . . C403 C 0.6919(12) 0.8751(9) 0.4557(5) 0.236(5) Uani 1 d . . . H40G H 0.7278 0.9189 0.4205 0.283 Uiso 1 calc R . . H40H H 0.7049 0.8957 0.4907 0.283 Uiso 1 calc R . . H40I H 0.5982 0.8874 0.4499 0.283 Uiso 1 calc R . . C251 C 0.1698(3) 0.5381(3) 0.32274(15) 0.0567(9) Uani 1 d . . . H25A H 0.0835 0.5740 0.3030 0.068 Uiso 1 calc R . . H25B H 0.1569 0.5257 0.3662 0.068 Uiso 1 calc R . . C252 C 0.2313(4) 0.4271(3) 0.30900(16) 0.0673(11) Uani 1 d . . . H25C H 0.3129 0.3884 0.3323 0.081 Uiso 1 calc R . . H25D H 0.1696 0.3818 0.3215 0.081 Uiso 1 calc R . . N253 N 0.2613(3) 0.4428(3) 0.24441(12) 0.0640(8) Uani 1 d . . . H253 H 0.3410 0.4446 0.2321 0.077 Uiso 1 calc R . . C254 C 0.1702(3) 0.4545(3) 0.20330(16) 0.0597(10) Uani 1 d . . . O254 O 0.0506(3) 0.4526(3) 0.21787(12) 0.0843(9) Uani 1 d . . . C255 C 0.2159(3) 0.4735(3) 0.13761(16) 0.0602(10) Uani 1 d . . . C256 C 0.3226(4) 0.5156(4) 0.11487(17) 0.0763(12) Uani 1 d . . . H256 H 0.3705 0.5351 0.1399 0.092 Uiso 1 calc R . . C257 C 0.3582(5) 0.5286(4) 0.0535(2) 0.0925(14) Uani 1 d . . . H257 H 0.4306 0.5571 0.0392 0.111 Uiso 1 calc R . . N258 N 0.2948(4) 0.5027(3) 0.01419(16) 0.0928(11) Uani 1 d . . . C259 C 0.1907(5) 0.4647(5) 0.0370(2) 0.0978(15) Uani 1 d . . . H259 H 0.1438 0.4471 0.0107 0.117 Uiso 1 calc R . . C260 C 0.1449(4) 0.4489(4) 0.09678(19) 0.0828(13) Uani 1 d . . . H260 H 0.0700 0.4230 0.1093 0.099 Uiso 1 calc R . . C451 C 0.7489(3) 0.5959(3) 0.13213(16) 0.0599(10) Uani 1 d . . . H45A H 0.8328 0.6013 0.1443 0.072 Uiso 1 calc R . . H45B H 0.7401 0.6272 0.0884 0.072 Uiso 1 calc R . . C452 C 0.7454(4) 0.4730(3) 0.15128(16) 0.0678(11) Uani 1 d . . . H45C H 0.6598 0.4697 0.1398 0.081 Uiso 1 calc R . . H45D H 0.8142 0.4329 0.1292 0.081 Uiso 1 calc R . . N453 N 0.7658(3) 0.4183(3) 0.21663(13) 0.0634(8) Uani 1 d . . . H453 H 0.8436 0.4043 0.2317 0.076 Uiso 1 calc R . . C454 C 0.6672(3) 0.3891(3) 0.25412(16) 0.0628(10) Uani 1 d . . . O454 O 0.5559(2) 0.3966(2) 0.23522(12) 0.0801(8) Uani 1 d . . . C455 C 0.7000(4) 0.3418(4) 0.32181(19) 0.0795(12) Uani 1 d . . . C456 C 0.6369(6) 0.2636(5) 0.3579(3) 0.125(2) Uani 1 d . . . H456 H 0.5785 0.2407 0.3397 0.150 Uiso 1 calc R . . C457 C 0.6599(9) 0.2188(8) 0.4212(4) 0.167(3) Uani 1 d . . . H457 H 0.6241 0.1619 0.4439 0.200 Uiso 1 calc R . . N458 N 0.7329(10) 0.2589(8) 0.4477(3) 0.173(3) Uani 1 d . . . C459 C 0.7944(9) 0.3339(8) 0.4153(4) 0.160(3) Uani 1 d . . . H459 H 0.8473 0.3584 0.4355 0.192 Uiso 1 calc R . . C460 C 0.7821(5) 0.3777(5) 0.3510(2) 0.1058(16) Uani 1 d . . . H460 H 0.8275 0.4286 0.3291 0.127 Uiso 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 C11 0.063(2) 0.071(3) 0.0475(19) -0.017(2) 0.0004(15) -0.020(2) C12 0.065(2) 0.078(3) 0.051(2) -0.015(2) 0.0040(16) -0.025(2) C13 0.068(2) 0.069(3) 0.058(2) -0.016(2) -0.0036(16) -0.021(2) C14 0.0541(19) 0.073(3) 0.059(2) -0.021(2) -0.0012(16) -0.019(2) C15 0.0556(19) 0.066(3) 0.0496(19) -0.0144(19) -0.0022(15) -0.0231(19) C16 0.058(2) 0.061(3) 0.0494(19) -0.0157(19) -0.0061(15) -0.016(2) C17 0.058(2) 0.080(3) 0.059(2) -0.010(2) -0.0067(15) -0.024(2) C21 0.0475(18) 0.070(3) 0.053(2) -0.019(2) 0.0052(15) -0.0156(19) C22 0.061(2) 0.076(3) 0.067(2) -0.019(2) 0.0022(16) -0.014(2) C23 0.068(2) 0.074(3) 0.075(3) -0.032(2) 0.0126(19) -0.024(2) C24 0.066(2) 0.084(3) 0.058(2) -0.030(2) 0.0059(17) -0.023(2) C25 0.0541(19) 0.067(3) 0.0475(19) -0.0208(19) 0.0062(14) -0.0203(18) C26 0.0443(17) 0.067(3) 0.054(2) -0.023(2) 0.0079(14) -0.0219(18) C27 0.062(2) 0.077(3) 0.052(2) -0.014(2) 0.0000(15) -0.025(2) C31 0.057(2) 0.069(3) 0.053(2) -0.0147(19) -0.0043(14) -0.0215(18) C32 0.073(2) 0.083(3) 0.054(2) -0.015(2) -0.0009(16) -0.027(2) C33 0.074(2) 0.087(4) 0.065(2) -0.012(2) -0.0110(18) -0.035(2) C34 0.058(2) 0.087(3) 0.062(2) -0.016(2) -0.0075(16) -0.028(2) C35 0.0525(19) 0.061(3) 0.058(2) -0.0153(19) -0.0048(14) -0.0148(18) C36 0.0477(19) 0.063(3) 0.055(2) -0.0187(18) -0.0025(14) -0.0192(17) C37 0.0494(19) 0.076(3) 0.066(2) -0.022(2) -0.0019(15) -0.0133(19) C41 0.0424(17) 0.062(3) 0.061(2) -0.017(2) 0.0061(14) -0.0129(17) C42 0.055(2) 0.079(3) 0.072(3) -0.028(2) 0.0030(17) -0.022(2) C43 0.058(2) 0.076(3) 0.071(2) -0.028(2) 0.0082(17) -0.021(2) C44 0.069(2) 0.073(3) 0.066(2) -0.014(2) 0.0081(17) -0.021(2) C45 0.057(2) 0.063(3) 0.051(2) -0.013(2) 0.0059(15) -0.0160(19) C46 0.0420(17) 0.080(3) 0.051(2) -0.023(2) 0.0090(14) -0.0150(19) C47 0.065(2) 0.079(3) 0.052(2) -0.018(2) 0.0028(15) -0.015(2) O150 0.0590(14) 0.069(2) 0.0631(15) -0.0171(14) -0.0015(11) -0.0162(14) O250 0.0528(13) 0.068(2) 0.0606(14) -0.0275(13) 0.0119(9) -0.0247(12) O350 0.0534(13) 0.084(2) 0.0651(15) -0.0318(14) 0.0063(10) -0.0252(13) O450 0.0205(12) 0.0246(18) 0.0319(13) -0.0112(12) 0.0067(9) -0.0066(11) C100 0.080(3) 0.066(3) 0.072(3) -0.013(2) -0.0035(19) -0.016(2) C101 0.149(5) 0.121(6) 0.130(5) 0.016(4) 0.036(4) -0.010(4) C102 0.121(4) 0.096(4) 0.111(4) -0.034(3) -0.019(3) -0.023(3) C103 0.102(3) 0.102(4) 0.115(4) -0.027(3) -0.027(3) -0.009(3) C200 0.094(3) 0.085(4) 0.107(4) -0.047(3) 0.022(3) -0.028(3) C201 0.233(9) 0.126(7) 0.202(9) -0.063(7) -0.021(7) -0.028(6) C202 0.320(12) 0.143(7) 0.270(11) -0.120(7) 0.170(10) -0.076(8) C203 0.202(7) 0.138(7) 0.209(8) -0.091(6) -0.008(6) -0.057(5) C300 0.107(4) 0.140(6) 0.078(3) -0.037(3) -0.006(2) -0.064(3) C301 0.325(12) 0.282(12) 0.087(5) -0.025(6) -0.039(6) -0.193(10) C302 0.180(7) 0.325(12) 0.163(7) -0.109(7) -0.010(5) -0.138(8) C303 0.197(7) 0.097(6) 0.190(8) -0.038(5) 0.000(6) -0.025(5) C400 0.083(3) 0.072(4) 0.107(4) -0.033(3) 0.010(2) -0.021(2) C401 0.149(6) 0.169(8) 0.278(10) -0.123(7) 0.100(6) -0.051(5) C402 0.168(6) 0.109(5) 0.191(7) -0.070(5) -0.007(5) -0.038(4) C403 0.315(13) 0.210(12) 0.249(11) -0.137(9) -0.061(9) -0.084(10) C251 0.0575(19) 0.062(3) 0.0532(19) -0.0170(19) 0.0072(14) -0.0228(18) C252 0.067(2) 0.077(3) 0.062(2) -0.022(2) 0.0000(16) -0.025(2) N253 0.0578(16) 0.083(3) 0.0598(18) -0.0277(17) 0.0009(13) -0.0250(16) C254 0.052(2) 0.064(3) 0.071(2) -0.028(2) -0.0024(15) -0.0175(17) O254 0.0626(16) 0.109(3) 0.0892(19) -0.0374(18) 0.0004(13) -0.0266(15) C255 0.0478(18) 0.071(3) 0.069(2) -0.034(2) -0.0014(15) -0.0119(18) C256 0.075(2) 0.102(4) 0.067(2) -0.037(2) 0.0034(18) -0.036(2) C257 0.099(3) 0.109(4) 0.080(3) -0.032(3) 0.007(2) -0.042(3) N258 0.101(3) 0.107(3) 0.076(2) -0.034(2) 0.0000(19) -0.027(2) C259 0.098(3) 0.125(5) 0.086(3) -0.050(3) -0.007(2) -0.033(3) C260 0.077(2) 0.110(4) 0.080(3) -0.048(3) 0.001(2) -0.032(2) C451 0.0530(19) 0.068(3) 0.061(2) -0.0250(19) 0.0128(15) -0.0174(18) C452 0.066(2) 0.077(3) 0.062(2) -0.030(2) 0.0078(16) -0.013(2) N453 0.0551(16) 0.073(3) 0.0635(19) -0.0235(17) -0.0002(13) -0.0158(15) C454 0.057(2) 0.067(3) 0.068(2) -0.028(2) 0.0058(16) -0.0155(18) O454 0.0610(16) 0.096(2) 0.0883(19) -0.0303(16) 0.0012(13) -0.0251(14) C455 0.076(2) 0.084(4) 0.066(3) -0.021(2) 0.0076(19) -0.005(2) C456 0.120(4) 0.134(6) 0.094(4) -0.016(4) 0.026(3) -0.021(4) C457 0.171(7) 0.165(9) 0.119(7) -0.017(6) 0.038(5) -0.011(6) N458 0.207(8) 0.158(8) 0.111(5) -0.034(5) 0.018(5) 0.006(6) C459 0.193(8) 0.140(8) 0.127(7) -0.056(6) -0.048(6) 0.017(6) C460 0.124(4) 0.095(4) 0.087(4) -0.032(3) -0.034(3) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C11 C16 1.413(5) . ? C11 C12 1.425(5) . ? C11 C47 1.526(5) . ? C12 C13 1.410(5) . ? C13 C14 1.422(5) . ? C13 C100 1.570(6) . ? C14 C15 1.412(5) . ? C15 C16 1.424(5) . ? C15 C17 1.524(5) . ? C16 O150 1.402(4) . ? C17 C21 1.532(5) . ? C21 C22 1.431(5) . ? C21 C26 1.423(5) . ? C22 C23 1.394(5) . ? C23 C24 1.410(6) . ? C23 C200 1.584(6) . ? C24 C25 1.440(5) . ? C25 C26 1.414(4) . ? C25 C27 1.550(5) . ? C26 O250 1.441(4) . ? C27 C31 1.528(5) . ? C31 C32 1.405(5) . ? C31 C36 1.425(5) . ? C32 C33 1.420(5) . ? C33 C34 1.397(5) . ? C33 C300 1.550(6) . ? C34 C35 1.407(5) . ? C35 C36 1.406(4) . ? C35 C37 1.534(5) . ? C36 O350 1.398(4) . ? C37 C41 1.535(5) . ? C41 C46 1.398(5) . ? C41 C42 1.448(5) . ? C42 C43 1.420(6) . ? C43 C44 1.396(5) . ? C43 C400 1.573(6) . ? C44 C45 1.423(5) . ? C45 C46 1.429(5) . ? C45 C47 1.529(5) . ? C46 O450 1.451(5) . ? O250 C251 1.461(4) . ? O450 C451 1.454(4) . ? C100 C101 1.497(7) . ? C100 C103 1.522(6) . ? C100 C102 1.619(7) . ? C200 C202 1.499(9) . ? C200 C201 1.540(9) . ? C200 C203 1.608(8) . ? C300 C301 1.464(8) . ? C300 C302 1.496(8) . ? C300 C403 1.544(11) . ? C303 C400 1.532(8) . ? C400 C401 1.495(7) . ? C400 C402 1.550(8) . ? C251 C252 1.541(5) . ? C252 N253 1.462(5) . ? N253 C254 1.347(4) . ? C254 O254 1.271(4) . ? C254 C255 1.519(5) . ? C255 C256 1.379(5) . ? C255 C260 1.410(5) . ? C256 C257 1.405(6) . ? C257 N258 1.343(5) . ? N258 C259 1.327(6) . ? C259 C260 1.396(6) . ? C451 C452 1.558(5) . ? C452 N453 1.467(5) . ? N453 C454 1.352(4) . ? C454 O454 1.243(4) . ? C454 C455 1.527(6) . ? C455 C460 1.392(6) . ? C455 C456 1.402(7) . ? C456 C457 1.417(10) . ? C457 N458 1.320(11) . ? N458 C459 1.335(10) . ? C459 C460 1.425(10) . ? 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 C16 C11 C12 118.8(3) . . ? C16 C11 C47 120.0(4) . . ? C12 C11 C47 120.7(3) . . ? C13 C12 C11 123.1(3) . . ? C12 C13 C14 115.6(4) . . ? C12 C13 C100 122.6(3) . . ? C14 C13 C100 121.8(3) . . ? C15 C14 C13 123.9(3) . . ? C14 C15 C16 118.1(3) . . ? C14 C15 C17 121.9(3) . . ? C16 C15 C17 119.9(3) . . ? O150 C16 C11 121.6(3) . . ? O150 C16 C15 118.0(3) . . ? C11 C16 C15 120.5(4) . . ? C15 C17 C21 112.3(3) . . ? C22 C21 C26 117.7(3) . . ? C22 C21 C17 120.3(3) . . ? C26 C21 C17 121.9(3) . . ? C23 C22 C21 122.8(4) . . ? C22 C23 C24 117.5(4) . . ? C22 C23 C200 120.7(4) . . ? C24 C23 C200 121.8(4) . . ? C23 C24 C25 122.9(3) . . ? C26 C25 C24 117.0(3) . . ? C26 C25 C27 122.1(3) . . ? C24 C25 C27 120.6(3) . . ? C25 C26 C21 121.9(3) . . ? C25 C26 O250 118.0(3) . . ? C21 C26 O250 120.0(3) . . ? C31 C27 C25 109.9(3) . . ? C32 C31 C36 117.2(3) . . ? C32 C31 C27 122.1(3) . . ? C36 C31 C27 120.6(3) . . ? C31 C32 C33 123.3(3) . . ? C34 C33 C32 116.8(3) . . ? C34 C33 C300 121.7(3) . . ? C32 C33 C300 121.3(4) . . ? C33 C34 C35 122.5(3) . . ? C34 C35 C36 118.9(3) . . ? C34 C35 C37 120.8(3) . . ? C36 C35 C37 120.2(3) . . ? O350 C36 C35 118.3(3) . . ? O350 C36 C31 120.6(3) . . ? C35 C36 C31 121.1(3) . . ? C35 C37 C41 112.7(3) . . ? C46 C41 C42 118.3(3) . . ? C46 C41 C37 121.2(4) . . ? C42 C41 C37 120.3(3) . . ? C43 C42 C41 122.9(3) . . ? C44 C43 C42 116.3(4) . . ? C44 C43 C400 121.1(4) . . ? C42 C43 C400 122.1(4) . . ? C43 C44 C45 123.2(4) . . ? C46 C45 C44 119.0(3) . . ? C46 C45 C47 120.9(4) . . ? C44 C45 C47 119.5(3) . . ? C41 C46 C45 120.3(4) . . ? C41 C46 O450 119.3(3) . . ? C45 C46 O450 119.8(3) . . ? C45 C47 C11 109.5(3) . . ? C26 O250 C251 115.2(2) . . ? C451 O450 C46 115.7(2) . . ? C101 C100 C103 107.7(4) . . ? C101 C100 C13 113.6(4) . . ? C103 C100 C13 109.8(3) . . ? C101 C100 C102 111.5(4) . . ? C103 C100 C102 106.0(4) . . ? C13 C100 C102 108.0(3) . . ? C202 C200 C201 119.7(6) . . ? C202 C200 C23 110.7(5) . . ? C201 C200 C23 114.8(5) . . ? C202 C200 C203 101.0(6) . . ? C201 C200 C203 100.0(5) . . ? C23 C200 C203 108.4(4) . . ? C301 C300 C302 114.3(6) . . ? C301 C300 C33 113.9(4) . . ? C302 C300 C33 114.1(5) . . ? C301 C300 C403 102.7(7) . . ? C302 C300 C403 101.6(6) . . ? C33 C300 C403 108.6(5) . . ? C401 C400 C303 107.7(6) . . ? C401 C400 C402 110.0(5) . . ? C303 C400 C402 105.4(5) . . ? C401 C400 C43 108.7(4) . . ? C303 C400 C43 114.6(5) . . ? C402 C400 C43 110.4(4) . . ? O250 C251 C252 108.7(2) . . ? N253 C252 C251 111.7(3) . . ? C254 N253 C252 123.1(3) . . ? O254 C254 N253 122.3(3) . . ? O254 C254 C255 120.9(3) . . ? N253 C254 C255 116.8(3) . . ? C256 C255 C260 117.4(3) . . ? C256 C255 C254 123.7(3) . . ? C260 C255 C254 118.9(3) . . ? C255 C256 C257 119.4(3) . . ? N258 C257 C256 124.4(4) . . ? C259 N258 C257 114.9(4) . . ? N258 C259 C260 126.1(4) . . ? C259 C260 C255 117.8(4) . . ? O450 C451 C452 107.2(3) . . ? N453 C452 C451 113.3(3) . . ? C454 N453 C452 122.7(3) . . ? O454 C454 N453 122.7(3) . . ? O454 C454 C455 120.6(3) . . ? N453 C454 C455 116.7(3) . . ? C460 C455 C456 117.5(5) . . ? C460 C455 C454 123.6(4) . . ? C456 C455 C454 118.7(4) . . ? C455 C456 C457 121.6(7) . . ? N458 C457 C456 119.0(9) . . ? C457 N458 C459 121.3(9) . . ? N458 C459 C460 122.5(8) . . ? C455 C460 C459 117.8(7) . . ? _refine_diff_density_max 0.633 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.061 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ; data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H74 Cl4 N3 O10 ' _chemical_formula_weight 1090.98 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.197(14) _cell_length_b 14.68(2) _cell_length_c 17.61(2) _cell_angle_alpha 90.170(10) _cell_angle_beta 97.249(10) _cell_angle_gamma 92.823(10) _cell_volume 2868(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used all _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1158 _exptl_absorpt_coefficient_mu 0.26 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8701 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 24.82 _reflns_number_total 8701 _reflns_number_gt 5839 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON(Spek,1994)' _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 w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0073(15) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 8701 _refine_ls_number_parameters 660 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0761 _refine_ls_R_factor_gt 0.0561 _refine_ls_wR_factor_ref 0.1745 _refine_ls_wR_factor_gt 0.1676 _refine_ls_goodness_of_fit_ref 1.175 _refine_ls_restrained_S_all 1.175 _refine_ls_shift/su_max 0.076 _refine_ls_shift/su_mean 0.012 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C21 C 0.6630(2) 0.27706(16) 0.72088(14) 0.0434(6) Uani 1 d . . . C22 C 0.6799(2) 0.23244(17) 0.65420(15) 0.0499(6) Uani 1 d . . . H22 H 0.7211 0.1789 0.6581 0.060 Uiso 1 calc R . . C23 C 0.6383(2) 0.26359(18) 0.58133(15) 0.0524(6) Uani 1 d . . . C24 C 0.5718(2) 0.34258(16) 0.57856(15) 0.0466(6) Uani 1 d . . . H24 H 0.5391 0.3636 0.5310 0.056 Uiso 1 calc R . . C25 C 0.5529(2) 0.38981(15) 0.64236(13) 0.0403(5) Uani 1 d . . . C26 C 0.6036(2) 0.35849(15) 0.71312(13) 0.0412(5) Uani 1 d . . . C27 C 0.4716(2) 0.46905(16) 0.63493(14) 0.0434(5) Uani 1 d . . . H27A H 0.4976 0.5116 0.5975 0.052 Uiso 1 calc R . . H27B H 0.4771 0.5009 0.6837 0.052 Uiso 1 calc R . . O250 O 0.58180(14) 0.40352(10) 0.77963(9) 0.0446(4) Uani 1 d . . . C251 C 0.6619(2) 0.47678(16) 0.80803(14) 0.0456(6) Uani 1 d . . . H25A H 0.6802 0.5157 0.7662 0.055 Uiso 1 calc R . . H25B H 0.7366 0.4535 0.8324 0.055 Uiso 1 calc R . . C252 C 0.6047(2) 0.53023(16) 0.86440(14) 0.0424(5) Uani 1 d . . . O254 O 0.66541(15) 0.58774(12) 0.90501(11) 0.0552(5) Uani 1 d . . . N253 N 0.48610(17) 0.50994(13) 0.86625(12) 0.0460(5) Uani 1 d . . . H253 H 0.4551 0.4678 0.8347 0.055 Uiso 1 calc R . . C200 C 0.6628(3) 0.2149(2) 0.51041(17) 0.0598(7) Uani 1 d . . . C201 C 0.7931(5) 0.2274(4) 0.5033(4) 0.140(2) Uani 1 d . . . H20A H 0.8389 0.1978 0.5450 0.168 Uiso 1 calc R . . H20B H 0.8160 0.2914 0.5045 0.168 Uiso 1 calc R . . H20C H 0.8088 0.2013 0.4557 0.168 Uiso 1 calc R . . C202 C 0.5785(6) 0.2367(5) 0.4424(3) 0.163(3) Uani 1 d . . . H20D H 0.4974 0.2210 0.4517 0.196 Uiso 1 calc R . . H20E H 0.5968 0.2026 0.3991 0.196 Uiso 1 calc R . . H20F H 0.5864 0.3008 0.4321 0.196 Uiso 1 calc R . . C203 C 0.6364(7) 0.1097(5) 0.5157(4) 0.171(3) Uani 1 d . . . H20G H 0.6861 0.0863 0.5590 0.205 Uiso 1 calc R . . H20H H 0.6539 0.0805 0.4698 0.205 Uiso 1 calc R . . H20I H 0.5531 0.0977 0.5217 0.205 Uiso 1 calc R . . C31 C 0.3420(2) 0.43612(15) 0.61023(14) 0.0427(5) Uani 1 d . . . C32 C 0.2967(2) 0.43091(16) 0.53382(15) 0.0481(6) Uani 1 d . . . H32 H 0.3437 0.4546 0.4979 0.058 Uiso 1 calc R . . C33 C 0.1839(2) 0.39175(16) 0.50881(14) 0.0473(6) Uani 1 d . . . C34 C 0.1147(2) 0.36036(16) 0.56365(15) 0.0478(6) Uani 1 d . . . H34 H 0.0389 0.3332 0.5478 0.057 Uiso 1 calc R . . C35 C 0.15374(19) 0.36763(15) 0.64167(13) 0.0404(5) Uani 1 d . . . C36 C 0.2673(2) 0.40513(15) 0.66362(14) 0.0418(5) Uani 1 d . . . C37 C 0.0686(2) 0.33533(16) 0.69852(14) 0.0443(6) Uani 1 d . . . H37A H -0.0133 0.3312 0.6726 0.053 Uiso 1 calc R . . H37B H 0.0720 0.3803 0.7393 0.053 Uiso 1 calc R . . O350 O 0.31579(15) 0.41727(12) 0.73863(10) 0.0528(4) Uani 1 d . . . H350 H 0.3458 0.3701 0.7546 0.063 Uiso 1 calc R . . C300 C 0.1396(2) 0.38620(19) 0.42253(16) 0.0572(7) Uani 1 d . . . C301 C 0.1389(5) 0.4802(4) 0.3864(3) 0.1284(17) Uani 1 d . . . H30A H 0.2201 0.5012 0.3814 0.154 Uiso 1 calc R . . H30B H 0.1039 0.5220 0.4183 0.154 Uiso 1 calc R . . H30C H 0.0923 0.4767 0.3368 0.154 Uiso 1 calc R . . C302 C 0.2407(5) 0.3401(4) 0.3821(3) 0.1274(17) Uani 1 d . . . H30D H 0.2680 0.2881 0.4110 0.153 Uiso 1 calc R . . H30E H 0.3072 0.3834 0.3796 0.153 Uiso 1 calc R . . H30F H 0.2078 0.3210 0.3312 0.153 Uiso 1 calc R . . C303 C 0.0305(6) 0.3303(5) 0.4047(3) 0.154(2) Uani 1 d . . . H30G H 0.0154 0.3199 0.3504 0.185 Uiso 1 calc R . . H30H H -0.0356 0.3607 0.4214 0.185 Uiso 1 calc R . . H30I H 0.0390 0.2729 0.4304 0.185 Uiso 1 calc R . . C41 C 0.0991(2) 0.24283(15) 0.73334(14) 0.0419(5) Uani 1 d . . . C42 C 0.0577(2) 0.16258(16) 0.69573(14) 0.0441(5) Uani 1 d . . . H42 H 0.0070 0.1662 0.6499 0.053 Uiso 1 calc R . . C43 C 0.0872(2) 0.07780(16) 0.72238(15) 0.0484(6) Uani 1 d . . . C44 C 0.1693(2) 0.07506(16) 0.79048(14) 0.0465(6) Uani 1 d . . . H44 H 0.1933 0.0189 0.8094 0.056 Uiso 1 calc R . . C45 C 0.2138(2) 0.15254(15) 0.82898(13) 0.0408(5) Uani 1 d . . . C46 C 0.17365(19) 0.23686(14) 0.80232(13) 0.0382(5) Uani 1 d . . . C47 C 0.3093(2) 0.14358(17) 0.89712(15) 0.0484(6) Uani 1 d . . . H47A H 0.3207 0.2010 0.9252 0.058 Uiso 1 calc R . . H47B H 0.2823 0.0972 0.9311 0.058 Uiso 1 calc R . . O450 O 0.21283(14) 0.31669(10) 0.84115(9) 0.0433(4) Uani 1 d . . . C451 C 0.1679(2) 0.33281(17) 0.91223(14) 0.0464(6) Uani 1 d . . . H45A H 0.2334 0.3563 0.9495 0.056 Uiso 1 calc R . . H45B H 0.1367 0.2756 0.9312 0.056 Uiso 1 calc R . . C452 C 0.0699(2) 0.39951(18) 0.90352(15) 0.0506(6) Uani 1 d . . . O454 O -0.03398(18) 0.37372(14) 0.88383(13) 0.0702(6) Uani 1 d . . . N453 N 0.09855(18) 0.48875(14) 0.92114(12) 0.0517(5) Uani 1 d . . . H453 H 0.0387 0.5227 0.9237 0.062 Uiso 1 calc R . . C400 C 0.0336(3) -0.01028(19) 0.68390(17) 0.0591(7) Uani 1 d . . . C401 C 0.1229(6) -0.0840(4) 0.6899(4) 0.160(3) Uani 1 d . . . H40A H 0.2024 -0.0572 0.6880 0.192 Uiso 1 calc R . . H40B H 0.1027 -0.1264 0.6481 0.192 Uiso 1 calc R . . H40C H 0.1207 -0.1155 0.7374 0.192 Uiso 1 calc R . . C402 C -0.0662(8) -0.0400(6) 0.7163(6) 0.242(6) Uani 1 d . . . H40D H -0.1302 -0.0577 0.6767 0.291 Uiso 1 calc R . . H40E H -0.0914 0.0082 0.7467 0.291 Uiso 1 calc R . . H40F H -0.0469 -0.0915 0.7483 0.291 Uiso 1 calc R . . C403 C 0.0253(6) -0.0062(4) 0.5996(3) 0.152(2) Uani 1 d . . . H40G H -0.0070 -0.0636 0.5779 0.183 Uiso 1 calc R . . H40H H 0.1041 0.0065 0.5850 0.183 Uiso 1 calc R . . H40I H -0.0266 0.0413 0.5812 0.183 Uiso 1 calc R . . C11 C 0.4280(2) 0.11819(17) 0.87238(14) 0.0475(6) Uani 1 d . . . C12 C 0.4585(3) 0.02821(19) 0.87016(16) 0.0591(7) Uani 1 d . . . H12 H 0.4075 -0.0170 0.8873 0.071 Uiso 1 calc R . . C13 C 0.5635(3) 0.0040(2) 0.84298(19) 0.0699(8) Uani 1 d . . . C14 C 0.6374(3) 0.0726(2) 0.81931(17) 0.0611(7) Uani 1 d . . . H14 H 0.7070 0.0568 0.7997 0.073 Uiso 1 calc R . . C15 C 0.6139(2) 0.16427(17) 0.82307(14) 0.0483(6) Uani 1 d . . . C16 C 0.5054(2) 0.18542(17) 0.84903(14) 0.0466(6) Uani 1 d . . . C17 C 0.7024(2) 0.23702(18) 0.79760(15) 0.0520(6) Uani 1 d . . . H17A H 0.7140 0.2858 0.8355 0.062 Uiso 1 calc R . . H17B H 0.7796 0.2103 0.7961 0.062 Uiso 1 calc R . . O150 O 0.47137(16) 0.27277(12) 0.85448(11) 0.0549(5) Uani 1 d . . . H150 H 0.5132 0.3066 0.8305 0.066 Uiso 1 calc R . . C100 C 0.5973(4) -0.0955(3) 0.8374(3) 0.0919(11) Uani 1 d . . . C101 C 0.6093(5) -0.1239(3) 0.7593(3) 0.1249(16) Uani 1 d . . . H10A H 0.6568 -0.0783 0.7359 0.150 Uiso 1 calc R . . H10B H 0.5308 -0.1311 0.7303 0.150 Uiso 1 calc R . . H10C H 0.6481 -0.1808 0.7604 0.150 Uiso 1 calc R . . C102 C 0.7309(6) -0.1051(4) 0.8838(4) 0.145(2) Uani 1 d . . . H10D H 0.7418 -0.0641 0.9270 0.174 Uiso 1 calc R . . H10E H 0.7906 -0.0901 0.8506 0.174 Uiso 1 calc R . . H10F H 0.7393 -0.1666 0.9012 0.174 Uiso 1 calc R . . C103 C 0.5306(6) -0.1566(4) 0.8899(4) 0.151(2) Uani 1 d . . . H10G H 0.4494 -0.1695 0.8665 0.181 Uiso 1 calc R . . H10H H 0.5297 -0.1261 0.9380 0.181 Uiso 1 calc R . . H10I H 0.5709 -0.2127 0.8981 0.181 Uiso 1 calc R . . N51 N 0.29848(16) 0.50458(13) 0.89800(11) 0.0431(5) Uani 1 d . . . C52 C 0.2134(2) 0.53247(16) 0.93567(14) 0.0451(6) Uani 1 d . . . C53 C 0.2298(2) 0.60606(17) 0.98591(16) 0.0524(6) Uani 1 d . . . H53 H 0.1671 0.6251 1.0111 0.063 Uiso 1 calc R . . C54 C 0.3409(2) 0.64968(18) 0.99713(16) 0.0536(6) Uani 1 d . . . H54 H 0.3542 0.7001 1.0297 0.064 Uiso 1 calc R . . C55 C 0.4348(2) 0.61960(17) 0.96039(15) 0.0504(6) Uani 1 d . . . H55 H 0.5119 0.6472 0.9688 0.060 Uiso 1 calc R . . C56 C 0.4070(2) 0.54608(15) 0.91058(13) 0.0401(5) Uani 1 d . . . C1 C 0.3561(4) 0.1570(3) 0.6373(3) 0.1096(15) Uani 1 d . . . H1 H 0.4194 0.2050 0.6435 0.132 Uiso 1 calc R . . H1B H 0.3012 0.1687 0.6743 0.132 Uiso 1 calc R . . Cl1 Cl 0.41637(12) 0.06214(10) 0.65873(8) 0.1279(4) Uani 1 d . . . Cl2 Cl 0.2820(2) 0.16547(18) 0.55142(16) 0.1824(8) Uani 1 d . . . C2 C 0.7134(10) 0.3579(7) 0.2670(7) 0.124(3) Uiso 0.50 d P A 1 H2A H 0.7198 0.4196 0.2478 0.148 Uiso 0.50 calc PR A 1 H2B H 0.7473 0.3599 0.3205 0.148 Uiso 0.50 calc PR A 1 Cl3 Cl 0.5707(5) 0.3279(4) 0.2629(3) 0.2059(17) Uiso 0.50 d P A 1 Cl4 Cl 0.7921(7) 0.2996(6) 0.2244(5) 0.285(3) Uiso 0.50 d P A 1 C3 C -0.1107(9) 0.1613(7) 0.9686(6) 0.113(3) Uiso 0.50 d P B 2 H3A H -0.1919 0.1645 0.9424 0.135 Uiso 0.50 calc PR B 2 H3B H -0.0758 0.2230 0.9756 0.135 Uiso 0.50 calc PR B 2 Cl5 Cl -0.1166(7) 0.1058(5) 1.0664(4) 0.237(2) Uiso 0.50 d P B 2 Cl6 Cl -0.0391(2) 0.10915(16) 0.92214(17) 0.1015(6) Uiso 0.50 d P B 2 O7 O 0.9130(2) 0.62372(15) 0.91347(13) 0.0767(6) Uiso 1 d . C 4 H7 H 0.8679 0.5792 0.9004 0.092 Uiso 1 calc R C 4 C8 C 0.9320(5) 0.6737(4) 0.8507(3) 0.1337(17) Uiso 1 d . C 4 H8A H 0.8628 0.6662 0.8127 0.160 Uiso 1 calc R C 4 H8B H 1.0016 0.6532 0.8303 0.160 Uiso 1 calc R C 4 H8C H 0.9449 0.7369 0.8649 0.160 Uiso 1 calc R C 4 O1 O -0.1855(5) 0.1362(4) 1.0650(3) 0.1505(16) Uiso 1 d . D 5 O2 O -0.2218(6) 0.1183(4) 1.0271(4) 0.191(2) Uiso 1 d . D 5 O3 O -0.0049(7) 0.1075(5) 0.9645(5) 0.132(2) Uiso 0.50 d P F 5 O4 O 0.8307(11) 0.4064(9) 0.2484(7) 0.208(4) Uiso 0.50 d P G 5 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 C21 0.0415(13) 0.0480(13) 0.0411(14) -0.0024(11) 0.0076(10) -0.0012(9) C22 0.0448(14) 0.0550(14) 0.0510(17) -0.0039(12) 0.0104(11) 0.0029(10) C23 0.0470(15) 0.0589(15) 0.0515(17) -0.0059(12) 0.0074(11) 0.0014(11) C24 0.0444(14) 0.0537(14) 0.0418(14) -0.0009(11) 0.0068(10) -0.0003(10) C25 0.0369(12) 0.0438(12) 0.0406(14) -0.0045(10) 0.0083(9) -0.0017(9) C26 0.0393(13) 0.0446(12) 0.0399(14) -0.0040(10) 0.0071(9) -0.0017(9) C27 0.0425(13) 0.0470(13) 0.0414(14) -0.0003(10) 0.0100(10) -0.0037(9) O250 0.0428(9) 0.0495(9) 0.0421(10) -0.0053(7) 0.0097(7) -0.0027(6) C251 0.0418(13) 0.0494(13) 0.0454(15) -0.0033(11) 0.0071(10) -0.0022(9) C252 0.0410(13) 0.0461(13) 0.0402(14) -0.0016(10) 0.0066(10) -0.0007(9) O254 0.0469(10) 0.0592(10) 0.0589(12) -0.0094(9) 0.0068(8) -0.0041(7) N253 0.0423(12) 0.0499(11) 0.0462(12) -0.0096(9) 0.0093(8) -0.0037(8) C200 0.0577(17) 0.0703(18) 0.0521(18) -0.0090(14) 0.0102(12) 0.0012(12) C201 0.107(4) 0.176(5) 0.142(5) -0.047(4) 0.040(3) -0.004(3) C202 0.166(6) 0.213(7) 0.111(4) -0.043(5) 0.010(4) 0.039(5) C203 0.204(7) 0.157(6) 0.155(6) -0.032(5) 0.042(5) -0.007(5) C31 0.0413(13) 0.0436(12) 0.0429(15) -0.0020(10) 0.0058(10) -0.0008(9) C32 0.0493(15) 0.0497(14) 0.0462(16) 0.0004(11) 0.0107(11) -0.0007(10) C33 0.0475(14) 0.0493(13) 0.0450(15) 0.0029(11) 0.0057(10) 0.0015(10) C34 0.0408(14) 0.0510(14) 0.0509(16) 0.0008(11) 0.0042(10) -0.0001(10) C35 0.0371(13) 0.0431(12) 0.0416(14) 0.0017(10) 0.0074(9) 0.0027(9) C36 0.0421(13) 0.0411(12) 0.0430(14) -0.0009(10) 0.0092(10) 0.0010(9) C37 0.0388(13) 0.0469(13) 0.0477(15) -0.0004(11) 0.0077(10) 0.0007(9) O350 0.0502(10) 0.0594(11) 0.0478(11) -0.0013(8) 0.0058(7) -0.0050(8) C300 0.0586(17) 0.0609(16) 0.0506(17) 0.0008(13) 0.0042(12) -0.0040(12) C301 0.139(4) 0.138(4) 0.105(4) 0.006(3) 0.003(3) 0.015(3) C302 0.129(4) 0.157(5) 0.095(4) -0.007(3) 0.011(3) 0.012(3) C303 0.147(5) 0.211(6) 0.095(4) 0.005(4) 0.002(3) -0.050(4) C41 0.0405(13) 0.0440(12) 0.0422(14) -0.0011(10) 0.0100(10) -0.0010(9) C42 0.0413(13) 0.0493(14) 0.0413(14) -0.0022(11) 0.0055(9) -0.0011(9) C43 0.0495(15) 0.0480(14) 0.0481(15) -0.0041(11) 0.0090(11) -0.0010(10) C44 0.0494(14) 0.0454(13) 0.0450(15) -0.0011(11) 0.0082(10) 0.0005(10) C45 0.0384(13) 0.0465(13) 0.0379(13) -0.0020(10) 0.0078(9) -0.0016(9) C46 0.0379(12) 0.0418(12) 0.0359(13) -0.0028(10) 0.0096(9) -0.0017(9) C47 0.0503(15) 0.0497(14) 0.0451(15) 0.0013(11) 0.0077(11) -0.0013(10) O450 0.0448(9) 0.0459(9) 0.0402(10) -0.0034(7) 0.0108(7) -0.0026(6) C451 0.0456(14) 0.0517(14) 0.0429(14) -0.0055(11) 0.0119(10) -0.0024(10) C452 0.0472(16) 0.0571(15) 0.0485(16) -0.0064(12) 0.0124(11) -0.0019(11) O454 0.0574(13) 0.0771(13) 0.0769(15) -0.0140(11) 0.0146(10) -0.0031(9) N453 0.0433(12) 0.0562(12) 0.0567(14) -0.0026(10) 0.0106(9) 0.0028(9) C400 0.0618(18) 0.0566(16) 0.0576(19) -0.0092(13) 0.0052(13) -0.0043(12) C401 0.150(5) 0.117(4) 0.205(7) -0.051(4) -0.008(4) 0.009(3) C402 0.219(8) 0.201(8) 0.319(12) -0.131(8) 0.136(8) -0.116(7) C403 0.191(6) 0.126(4) 0.131(5) -0.013(4) 0.000(4) -0.023(4) C11 0.0464(14) 0.0532(14) 0.0427(15) 0.0001(11) 0.0057(10) 0.0002(10) C12 0.0636(18) 0.0606(17) 0.0538(18) 0.0076(13) 0.0101(13) 0.0027(12) C13 0.075(2) 0.0678(19) 0.069(2) 0.0046(15) 0.0143(15) 0.0077(14) C14 0.0575(17) 0.0710(18) 0.0561(18) 0.0041(14) 0.0102(12) 0.0092(13) C15 0.0462(14) 0.0568(15) 0.0419(15) 0.0015(11) 0.0049(10) 0.0026(10) C16 0.0481(14) 0.0516(14) 0.0394(14) -0.0026(11) 0.0035(10) -0.0003(10) C17 0.0480(15) 0.0617(15) 0.0459(16) -0.0020(12) 0.0050(11) 0.0023(11) O150 0.0506(11) 0.0545(10) 0.0607(13) -0.0021(9) 0.0132(8) -0.0003(7) C100 0.105(3) 0.080(2) 0.097(3) 0.011(2) 0.029(2) 0.0158(19) C101 0.145(4) 0.100(3) 0.133(4) -0.004(3) 0.028(3) 0.008(3) C102 0.159(5) 0.135(4) 0.145(5) 0.013(4) 0.022(4) 0.037(4) C103 0.175(6) 0.120(4) 0.164(6) 0.009(4) 0.044(4) 0.007(4) N51 0.0391(11) 0.0460(10) 0.0446(12) -0.0042(9) 0.0076(8) -0.0002(8) C52 0.0434(14) 0.0469(13) 0.0459(15) -0.0019(11) 0.0083(10) 0.0037(10) C53 0.0500(15) 0.0561(15) 0.0527(16) -0.0004(12) 0.0117(11) 0.0059(11) C54 0.0528(15) 0.0524(14) 0.0555(17) -0.0083(12) 0.0071(11) 0.0026(11) C55 0.0477(14) 0.0536(14) 0.0494(16) -0.0055(12) 0.0054(11) -0.0002(10) C56 0.0413(13) 0.0413(12) 0.0384(13) 0.0005(10) 0.0081(9) 0.0015(9) C1 0.102(3) 0.107(3) 0.125(4) -0.018(3) 0.045(3) -0.015(2) Cl1 0.1229(10) 0.1431(11) 0.1153(10) 0.0023(8) 0.0074(7) 0.0029(8) Cl2 0.1827(19) 0.185(2) 0.186(2) 0.0261(17) 0.0368(16) 0.0393(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 C21 C22 1.381(4) . ? C21 C26 1.395(4) . ? C21 C17 1.499(4) . ? C22 C23 1.395(4) . ? C23 C24 1.406(4) . ? C23 C200 1.499(4) . ? C24 C25 1.363(3) . ? C25 C26 1.392(4) . ? C25 C27 1.508(4) . ? C26 O250 1.397(3) . ? C27 C31 1.516(4) . ? O250 C251 1.414(3) . ? C251 C252 1.489(3) . ? C252 O254 1.226(3) . ? C252 N253 1.351(3) . ? N253 C56 1.376(3) . ? C200 C202 1.475(7) . ? C200 C201 1.483(6) . ? C200 C203 1.562(7) . ? C31 C32 1.377(4) . ? C31 C36 1.398(4) . ? C32 C33 1.380(4) . ? C33 C34 1.379(4) . ? C33 C300 1.539(4) . ? C34 C35 1.391(4) . ? C35 C36 1.369(3) . ? C35 C37 1.528(3) . ? C36 O350 1.371(3) . ? C37 C41 1.528(4) . ? C300 C303 1.438(6) . ? C300 C301 1.521(6) . ? C300 C302 1.587(6) . ? C41 C42 1.380(3) . ? C41 C46 1.390(4) . ? C42 C43 1.372(4) . ? C43 C44 1.418(4) . ? C43 C400 1.519(4) . ? C44 C45 1.362(3) . ? C45 C46 1.400(4) . ? C45 C47 1.514(4) . ? C46 O450 1.379(3) . ? C47 C11 1.513(4) . ? O450 C451 1.430(3) . ? C451 C452 1.500(4) . ? C452 O454 1.213(3) . ? C452 N453 1.359(4) . ? N453 C52 1.402(3) . ? C400 C402 1.372(7) . ? C400 C403 1.477(7) . ? C400 C401 1.505(6) . ? C11 C16 1.379(4) . ? C11 C12 1.382(4) . ? C12 C13 1.385(4) . ? C13 C14 1.371(5) . ? C13 C100 1.533(5) . ? C14 C15 1.387(4) . ? C15 C16 1.400(4) . ? C15 C17 1.528(4) . ? C16 O150 1.362(3) . ? C100 C101 1.460(6) . ? C100 C103 1.526(7) . ? C100 C102 1.624(7) . ? N51 C52 1.308(3) . ? N51 C56 1.324(3) . ? C52 C53 1.385(4) . ? C53 C54 1.362(4) . ? C54 C55 1.390(4) . ? C55 C56 1.387(3) . ? C1 Cl1 1.603(5) . ? C1 Cl2 1.640(6) . ? C2 Cl4 1.520(11) . ? C2 Cl3 1.629(11) . ? C3 Cl6 1.456(9) . ? C3 Cl5 1.914(12) . ? O7 C8 1.362(6) . ? 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 C22 C21 C26 116.9(2) . . ? C22 C21 C17 121.0(2) . . ? C26 C21 C17 122.1(2) . . ? C21 C22 C23 123.4(3) . . ? C22 C23 C24 116.1(2) . . ? C22 C23 C200 121.6(3) . . ? C24 C23 C200 122.3(3) . . ? C25 C24 C23 123.0(3) . . ? C24 C25 C26 118.0(2) . . ? C24 C25 C27 119.6(2) . . ? C26 C25 C27 122.2(2) . . ? C25 C26 C21 122.2(2) . . ? C25 C26 O250 119.2(2) . . ? C21 C26 O250 118.1(2) . . ? C25 C27 C31 110.6(2) . . ? C26 O250 C251 118.41(18) . . ? O250 C251 C252 109.1(2) . . ? O254 C252 N253 124.9(2) . . ? O254 C252 C251 119.8(2) . . ? N253 C252 C251 115.3(2) . . ? C252 N253 C56 130.2(2) . . ? C202 C200 C201 116.5(4) . . ? C202 C200 C23 113.0(3) . . ? C201 C200 C23 108.6(3) . . ? C202 C200 C203 100.9(4) . . ? C201 C200 C203 105.9(4) . . ? C23 C200 C203 111.6(3) . . ? C32 C31 C36 118.0(2) . . ? C32 C31 C27 120.6(2) . . ? C36 C31 C27 121.2(2) . . ? C33 C32 C31 122.2(2) . . ? C32 C33 C34 117.5(2) . . ? C32 C33 C300 119.7(2) . . ? C34 C33 C300 122.8(2) . . ? C33 C34 C35 122.7(2) . . ? C36 C35 C34 117.6(2) . . ? C36 C35 C37 123.2(2) . . ? C34 C35 C37 119.2(2) . . ? C35 C36 O350 123.4(2) . . ? C35 C36 C31 121.9(2) . . ? O350 C36 C31 114.8(2) . . ? C35 C37 C41 112.97(19) . . ? C303 C300 C301 115.4(4) . . ? C303 C300 C33 113.1(3) . . ? C301 C300 C33 111.5(3) . . ? C303 C300 C302 107.0(4) . . ? C301 C300 C302 101.3(4) . . ? C33 C300 C302 107.5(3) . . ? C42 C41 C46 117.9(2) . . ? C42 C41 C37 121.0(2) . . ? C46 C41 C37 121.03(19) . . ? C43 C42 C41 123.5(2) . . ? C42 C43 C44 116.7(2) . . ? C42 C43 C400 123.1(3) . . ? C44 C43 C400 120.2(2) . . ? C45 C44 C43 121.8(2) . . ? C44 C45 C46 119.1(2) . . ? C44 C45 C47 118.0(2) . . ? C46 C45 C47 122.79(19) . . ? O450 C46 C41 118.2(2) . . ? O450 C46 C45 121.0(2) . . ? C41 C46 C45 120.68(19) . . ? C11 C47 C45 111.4(2) . . ? C46 O450 C451 117.33(17) . . ? O450 C451 C452 111.6(2) . . ? O454 C452 N453 120.4(2) . . ? O454 C452 C451 120.5(2) . . ? N453 C452 C451 119.0(2) . . ? C452 N453 C52 128.2(2) . . ? C402 C400 C403 118.7(6) . . ? C402 C400 C401 109.2(6) . . ? C403 C400 C401 93.6(4) . . ? C402 C400 C43 110.0(3) . . ? C403 C400 C43 112.4(3) . . ? C401 C400 C43 111.8(3) . . ? C16 C11 C12 119.2(2) . . ? C16 C11 C47 119.6(2) . . ? C12 C11 C47 121.1(2) . . ? C11 C12 C13 121.4(3) . . ? C14 C13 C12 117.8(3) . . ? C14 C13 C100 119.8(3) . . ? C12 C13 C100 122.4(3) . . ? C13 C14 C15 123.4(3) . . ? C14 C15 C16 116.8(2) . . ? C14 C15 C17 120.4(2) . . ? C16 C15 C17 122.7(2) . . ? O150 C16 C11 116.3(2) . . ? O150 C16 C15 122.4(2) . . ? C11 C16 C15 121.3(2) . . ? C21 C17 C15 114.2(2) . . ? C101 C100 C103 121.2(4) . . ? C101 C100 C13 112.9(4) . . ? C103 C100 C13 111.3(4) . . ? C101 C100 C102 104.4(4) . . ? C103 C100 C102 96.3(5) . . ? C13 C100 C102 108.4(4) . . ? C52 N51 C56 118.7(2) . . ? N51 C52 C53 123.1(2) . . ? N51 C52 N453 118.2(2) . . ? C53 C52 N453 118.6(2) . . ? C54 C53 C52 117.7(2) . . ? C53 C54 C55 120.7(2) . . ? C56 C55 C54 116.3(2) . . ? N51 C56 N253 112.0(2) . . ? N51 C56 C55 123.4(2) . . ? N253 C56 C55 124.6(2) . . ? Cl1 C1 Cl2 117.2(3) . . ? Cl4 C2 Cl3 118.2(7) . . ? Cl6 C3 Cl5 110.8(6) . . ? _refine_diff_density_max 0.400 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.044 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ; data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H40 N6 O6' _chemical_formula_weight 1133.14 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 28.00(2) _cell_length_b 15.619(14) _cell_length_c 13.818(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6042(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used all _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.246 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2344 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number all _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14628 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0496 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 23.21 _reflns_number_total 4203 _reflns_number_gt 2667 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON(Spek,1994)' _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 w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0019(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4203 _refine_ls_number_parameters 377 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0885 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1509 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.380 _refine_ls_shift/su_mean 0.010 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C13 C 0.52971(13) 0.2500 -0.0461(3) 0.0540(10) Uani 1 d S . . C14 C 0.51292(9) 0.17485(15) -0.00643(19) 0.0530(7) Uani 1 d . . . H14 H 0.5241 0.1233 -0.0313 0.064 Uiso 1 calc R . . C15 C 0.48030(8) 0.17255(14) 0.06858(19) 0.0443(6) Uani 1 d . . . C16 C 0.46408(11) 0.2500 0.1055(2) 0.0427(8) Uani 1 d S . . C17 C 0.46427(9) 0.08808(15) 0.11160(19) 0.0500(7) Uani 1 d . . . H17A H 0.4660 0.0916 0.1816 0.060 Uiso 1 calc R . . H17B H 0.4859 0.0433 0.0907 0.060 Uiso 1 calc R . . C21 C 0.41356(8) 0.06414(14) 0.08230(18) 0.0435(6) Uani 1 d . . . C22 C 0.40432(9) 0.03273(15) -0.00899(19) 0.0509(7) Uani 1 d . . . H22 H 0.4296 0.0252 -0.0517 0.061 Uiso 1 calc R . . C23 C 0.35868(10) 0.01198(16) -0.0392(2) 0.0547(7) Uani 1 d . . . C24 C 0.32179(10) 0.02875(16) 0.0241(2) 0.0565(7) Uani 1 d . . . H24 H 0.2906 0.0183 0.0042 0.068 Uiso 1 calc R . . C25 C 0.32947(9) 0.06010(16) 0.1148(2) 0.0518(7) Uani 1 d . . . C26 C 0.37573(9) 0.07317(15) 0.14461(19) 0.0468(6) Uani 1 d . . . C27 C 0.28643(10) 0.08798(17) 0.1762(2) 0.0597(8) Uani 1 d . . . H27A H 0.2615 0.0451 0.1715 0.072 Uiso 1 calc R . . H27B H 0.2960 0.0921 0.2435 0.072 Uiso 1 calc R . . C31 C 0.26716(9) 0.17351(15) 0.14273(19) 0.0485(6) Uani 1 d . . . C32 C 0.23090(10) 0.17497(17) 0.0761(2) 0.0617(8) Uani 1 d . . . H32 H 0.2186 0.1233 0.0539 0.074 Uiso 1 calc R . . C33 C 0.21205(14) 0.2500 0.0407(3) 0.0639(11) Uani 1 d SD . . C36 C 0.28488(12) 0.2500 0.1754(3) 0.0470(9) Uani 1 d S . . O150 O 0.43216(9) 0.2500 0.1795(2) 0.0607(7) Uani 1 d S . . H150 H 0.4297 0.2986 0.2014 0.073 Uiso 0.50 calc PR . . O350 O 0.32142(10) 0.2500 0.2418(2) 0.0649(7) Uani 1 d S . . H350 H 0.3187 0.2083 0.2775 0.078 Uiso 0.50 calc PR . . O250 O 0.38384(6) 0.09952(11) 0.23884(14) 0.0606(5) Uani 1 d . . . C251 C 0.38364(16) 0.0259(3) 0.3038(3) 0.1070(13) Uani 1 d . . . H25A H 0.3531 -0.0029 0.2988 0.128 Uiso 1 calc R . . H25B H 0.4082 -0.0140 0.2834 0.128 Uiso 1 calc R . . C252 C 0.39134(15) 0.0472(3) 0.3974(3) 0.1006(12) Uani 1 d . . . H25C H 0.4236 0.0691 0.4038 0.121 Uiso 1 calc R . . H25D H 0.3889 -0.0040 0.4368 0.121 Uiso 1 calc R . . N253 N 0.35866(11) 0.10991(17) 0.4337(2) 0.0840(8) Uani 1 d . . . H253 H 0.3638 0.1619 0.4161 0.101 Uiso 1 calc R . . O254 O 0.30744(9) 0.02646(15) 0.51706(18) 0.0951(7) Uani 1 d . . . C255 C 0.32117(11) 0.0971(2) 0.4915(2) 0.0649(8) Uani 1 d . . . C256 C 0.29825(10) 0.17748(15) 0.5285(2) 0.0537(7) Uani 1 d . . . N257 N 0.31735(10) 0.2500 0.4972(2) 0.0533(8) Uani 1 d S . . C258 C 0.26115(11) 0.17550(19) 0.5930(2) 0.0720(9) Uani 1 d . . . H258 H 0.2489 0.1235 0.6145 0.086 Uiso 1 calc R . . C259 C 0.24260(17) 0.2500 0.6250(4) 0.0792(13) Uani 1 d S . . H259 H 0.2173 0.2500 0.6686 0.095 Uiso 1 calc SR . . C200 C 0.34865(12) -0.0269(2) -0.1381(2) 0.0737(9) Uani 1 d . . . C201 C 0.31605(19) -0.1030(3) -0.1283(3) 0.1378(18) Uani 1 d . . . H20A H 0.3301 -0.1438 -0.0847 0.165 Uiso 1 calc R . . H20B H 0.3116 -0.1291 -0.1905 0.165 Uiso 1 calc R . . H20C H 0.2857 -0.0847 -0.1033 0.165 Uiso 1 calc R . . C202 C 0.3945(2) -0.0485(4) -0.1917(4) 0.169(2) Uani 1 d . . . H20D H 0.4111 0.0034 -0.2078 0.203 Uiso 1 calc R . . H20E H 0.3869 -0.0791 -0.2500 0.203 Uiso 1 calc R . . H20F H 0.4144 -0.0835 -0.1513 0.203 Uiso 1 calc R . . C203 C 0.32299(18) 0.0351(3) -0.2013(4) 0.1351(16) Uani 1 d . . . H20G H 0.2936 0.0517 -0.1710 0.162 Uiso 1 calc R . . H20H H 0.3163 0.0088 -0.2626 0.162 Uiso 1 calc R . . H20I H 0.3426 0.0848 -0.2111 0.162 Uiso 1 calc R . . C100 C 0.56359(15) 0.2500 -0.1292(3) 0.0667(11) Uani 1 d S . . C101 C 0.6083(3) 0.1910(5) -0.1047(6) 0.096(2) Uani 0.50 d P . . H10A H 0.5975 0.1378 -0.0777 0.116 Uiso 0.50 calc PR . . H10B H 0.6285 0.2196 -0.0588 0.116 Uiso 0.50 calc PR . . H10C H 0.6261 0.1799 -0.1629 0.116 Uiso 0.50 calc PR . . C102 C 0.5784(3) 0.3301(5) -0.1660(7) 0.099(2) Uani 0.50 d P . . H10D H 0.5916 0.3226 -0.2296 0.118 Uiso 0.50 calc PR . . H10E H 0.6022 0.3542 -0.1241 0.118 Uiso 0.50 calc PR . . H10F H 0.5515 0.3680 -0.1694 0.118 Uiso 0.50 calc PR . . C103 C 0.5401(3) 0.1903(5) -0.2121(6) 0.099(2) Uani 0.50 d P . . H10G H 0.5588 0.1941 -0.2701 0.119 Uiso 0.50 calc PR . . H10H H 0.5081 0.2094 -0.2251 0.119 Uiso 0.50 calc PR . . H10I H 0.5394 0.1320 -0.1903 0.119 Uiso 0.50 calc PR . . C300 C 0.1738(2) 0.2500 -0.0348(5) 0.1109(19) Uani 1 d SD . . C301 C 0.1896(4) 0.3099(6) -0.1210(6) 0.122(4) Uani 0.50 d PD . . H30A H 0.2159 0.2842 -0.1547 0.146 Uiso 0.50 calc PR . . H30B H 0.1992 0.3646 -0.0959 0.146 Uiso 0.50 calc PR . . H30C H 0.1633 0.3174 -0.1648 0.146 Uiso 0.50 calc PR . . C302 C 0.1309(3) 0.3085(6) 0.0090(8) 0.125(4) Uani 0.50 d PD . . H30D H 0.1013 0.2931 -0.0216 0.150 Uiso 0.50 calc PR . . H30E H 0.1376 0.3678 -0.0031 0.150 Uiso 0.50 calc PR . . H30F H 0.1284 0.2991 0.0774 0.150 Uiso 0.50 calc PR . . C303 C 0.1546(5) 0.1703(7) -0.0683(11) 0.188(6) Uani 0.50 d PD . . H30G H 0.1208 0.1763 -0.0789 0.226 Uiso 0.50 calc PR . . H30H H 0.1601 0.1267 -0.0206 0.226 Uiso 0.50 calc PR . . H30I H 0.1699 0.1545 -0.1279 0.226 Uiso 0.50 calc PR . . N500 N 0.4415(2) 0.2500 0.4150(4) 0.1321(18) Uiso 1 d S . . C501 C 0.4785(3) 0.2500 0.3797(5) 0.117(2) Uiso 1 d S . . C502 C 0.5254(3) 0.2500 0.3298(7) 0.183(3) Uiso 1 d S . . H50A H 0.5496 0.2291 0.3731 0.220 Uiso 0.50 calc PR . . H50B H 0.5333 0.3073 0.3101 0.220 Uiso 0.50 calc PR . . H50C H 0.5238 0.2137 0.2738 0.220 Uiso 0.50 calc PR . . N503 N 0.4486(4) 0.1176(6) 0.6184(7) 0.150(3) Uiso 0.50 d P . . C504 C 0.4717(4) 0.0551(8) 0.6245(8) 0.147(4) Uiso 0.50 d P . . C505 C 0.4763(5) -0.0257(9) 0.6190(10) 0.189(5) Uiso 0.50 d P . . H50D H 0.4455 -0.0523 0.6260 0.227 Uiso 0.50 calc PR . . H50E H 0.4970 -0.0453 0.6697 0.227 Uiso 0.50 calc PR . . H50F H 0.4896 -0.0407 0.5573 0.227 Uiso 0.50 calc PR . . N506 N 0.4040(3) 0.2500 -0.1895(6) 0.182(3) Uiso 1 d S . . C507 C 0.3818(2) 0.2500 -0.1251(5) 0.118(2) Uiso 1 d S . . C508 C 0.3559(2) 0.2500 -0.0423(4) 0.0979(16) Uiso 1 d S . . H50G H 0.3260 0.2217 -0.0534 0.118 Uiso 0.50 calc PR . . H50H H 0.3501 0.3079 -0.0223 0.118 Uiso 0.50 calc PR . . H50I H 0.3732 0.2204 0.0074 0.118 Uiso 0.50 calc PR . . 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 C13 0.053(2) 0.053(2) 0.056(3) 0.000 0.0027(19) 0.000 C14 0.0519(16) 0.0485(15) 0.0586(19) -0.0026(12) 0.0044(14) 0.0025(11) C15 0.0413(14) 0.0420(14) 0.0497(17) -0.0008(11) -0.0036(12) 0.0001(10) C16 0.0378(19) 0.043(2) 0.048(2) 0.000 -0.0006(17) 0.000 C17 0.0521(16) 0.0452(15) 0.0527(17) -0.0003(11) -0.0011(13) 0.0022(11) C21 0.0434(15) 0.0382(13) 0.0490(17) 0.0006(11) 0.0002(13) 0.0007(10) C22 0.0517(17) 0.0499(15) 0.0512(18) -0.0018(12) 0.0023(14) 0.0018(11) C23 0.0555(17) 0.0530(16) 0.0557(18) -0.0039(12) -0.0004(15) 0.0000(12) C24 0.0527(17) 0.0526(16) 0.064(2) 0.0017(13) -0.0015(15) -0.0017(12) C25 0.0530(18) 0.0476(16) 0.0547(19) 0.0010(12) 0.0026(13) 0.0006(11) C26 0.0495(17) 0.0425(14) 0.0485(17) 0.0004(11) -0.0009(13) -0.0001(11) C27 0.0582(18) 0.0565(18) 0.064(2) 0.0027(13) 0.0058(15) 0.0006(12) C31 0.0453(15) 0.0476(15) 0.0527(17) 0.0013(12) 0.0052(13) 0.0010(11) C32 0.0615(18) 0.0546(17) 0.069(2) -0.0043(13) 0.0003(16) -0.0015(13) C33 0.060(3) 0.060(3) 0.071(3) 0.000 -0.004(2) 0.000 C36 0.042(2) 0.046(2) 0.052(2) 0.000 0.0033(19) 0.000 O150 0.0619(18) 0.0550(16) 0.0652(19) 0.000 0.0078(14) 0.000 O350 0.0708(19) 0.0569(19) 0.067(2) 0.000 -0.0034(16) 0.000 O250 0.0662(13) 0.0565(12) 0.0592(13) -0.0005(9) 0.0016(10) 0.0041(8) C251 0.137(4) 0.087(3) 0.097(3) 0.003(2) -0.014(3) 0.029(2) C252 0.120(3) 0.085(3) 0.097(3) 0.006(2) 0.008(3) 0.016(2) N253 0.099(2) 0.0687(17) 0.084(2) 0.0059(13) 0.0190(18) 0.0113(14) O254 0.1060(18) 0.0735(17) 0.1057(19) 0.0039(13) 0.0120(15) -0.0034(13) C255 0.071(2) 0.062(2) 0.062(2) -0.0001(14) -0.0004(17) 0.0029(14) C256 0.0568(17) 0.0522(16) 0.0522(18) 0.0015(12) 0.0026(14) -0.0007(12) N257 0.056(2) 0.051(2) 0.053(2) 0.000 -0.0016(15) 0.000 C258 0.075(2) 0.067(2) 0.073(2) 0.0047(15) 0.0055(18) -0.0037(15) C259 0.082(3) 0.068(3) 0.087(4) 0.000 0.019(3) 0.000 C200 0.071(2) 0.079(2) 0.071(2) -0.0069(16) -0.0042(18) -0.0012(16) C201 0.165(5) 0.134(4) 0.114(4) -0.018(3) -0.010(3) -0.017(3) C202 0.152(5) 0.228(7) 0.127(4) -0.054(4) -0.012(4) 0.001(4) C203 0.151(4) 0.139(4) 0.115(4) -0.012(3) -0.014(3) -0.013(3) C100 0.070(3) 0.064(3) 0.066(3) 0.000 0.009(2) 0.000 C101 0.088(6) 0.100(6) 0.101(7) 0.001(4) 0.011(5) -0.011(4) C102 0.105(7) 0.091(6) 0.099(7) -0.006(5) 0.029(6) 0.005(5) C103 0.098(6) 0.111(6) 0.089(6) -0.001(4) 0.011(5) 0.006(5) C300 0.099(5) 0.113(5) 0.122(6) 0.000 -0.023(4) 0.000 C301 0.122(8) 0.131(8) 0.114(8) -0.017(6) -0.028(6) 0.029(6) C302 0.103(7) 0.137(7) 0.134(9) 0.042(6) -0.037(6) -0.018(6) C303 0.229(19) 0.119(10) 0.216(19) -0.010(10) -0.080(15) 0.003(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C13 C14 1.378(3) 6_565 ? C13 C14 1.378(3) . ? C13 C100 1.489(5) . ? C14 C15 1.382(3) . ? C15 C16 1.389(3) . ? C15 C17 1.515(3) . ? C16 O150 1.359(4) . ? C16 C15 1.389(3) 6_565 ? C17 C21 1.523(4) . ? C21 C26 1.372(3) . ? C21 C22 1.378(4) . ? C22 C23 1.383(4) . ? C23 C24 1.379(4) . ? C23 C200 1.522(4) . ? C24 C25 1.363(4) . ? C25 C26 1.374(4) . ? C25 C27 1.536(4) . ? C26 O250 1.384(3) . ? C27 C31 1.513(4) . ? C31 C36 1.370(3) . ? C31 C32 1.371(4) . ? C32 C33 1.375(4) . ? C33 C32 1.375(4) 6_565 ? C33 C300 1.495(7) . ? C36 C31 1.370(3) 6_565 ? C36 O350 1.374(4) . ? O250 C251 1.459(4) . ? C251 C252 1.352(5) . ? C252 N253 1.431(4) . ? N253 C255 1.335(4) . ? O254 C255 1.220(3) . ? C255 C256 1.500(4) . ? C256 N257 1.325(3) . ? C256 C258 1.370(4) . ? N257 C256 1.325(3) 6_565 ? C258 C259 1.349(4) . ? C259 C258 1.349(4) 6_565 ? C200 C203 1.489(5) . ? C200 C201 1.505(5) . ? C200 C202 1.519(6) . ? C100 C102 1.413(8) . ? C100 C101 1.592(9) . ? C100 C103 1.617(9) . ? C300 C303 1.433(10) . ? C300 C301 1.579(10) . ? C300 C302 1.625(10) . ? N500 C501 1.146(7) . ? C501 C502 1.484(9) . ? N503 C504 1.175(12) . ? C504 C505 1.271(15) . ? N506 C507 1.085(9) . ? C507 C508 1.356(8) . ? 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 C14 C13 C14 116.8(4) 6_565 . ? C14 C13 C100 121.61(18) 6_565 . ? C14 C13 C100 121.61(18) . . ? C13 C14 C15 123.1(2) . . ? C14 C15 C16 118.0(2) . . ? C14 C15 C17 120.8(2) . . ? C16 C15 C17 121.2(2) . . ? O150 C16 C15 119.44(16) . 6_565 ? O150 C16 C15 119.45(16) . . ? C15 C16 C15 121.1(3) 6_565 . ? C15 C17 C21 112.68(19) . . ? C26 C21 C22 117.8(2) . . ? C26 C21 C17 121.8(2) . . ? C22 C21 C17 120.4(2) . . ? C21 C22 C23 122.2(2) . . ? C24 C23 C22 117.1(3) . . ? C24 C23 C200 120.5(3) . . ? C22 C23 C200 122.4(3) . . ? C25 C24 C23 122.3(3) . . ? C24 C25 C26 118.5(2) . . ? C24 C25 C27 119.1(2) . . ? C26 C25 C27 122.1(2) . . ? C21 C26 C25 121.6(3) . . ? C21 C26 O250 119.6(2) . . ? C25 C26 O250 118.7(2) . . ? C31 C27 C25 111.2(2) . . ? C36 C31 C32 118.4(2) . . ? C36 C31 C27 122.7(3) . . ? C32 C31 C27 118.9(2) . . ? C31 C32 C33 122.5(3) . . ? C32 C33 C32 116.9(4) 6_565 . ? C32 C33 C300 121.53(19) 6_565 . ? C32 C33 C300 121.53(19) . . ? C31 C36 C31 121.4(3) 6_565 . ? C31 C36 O350 119.32(17) 6_565 . ? C31 C36 O350 119.32(17) . . ? C26 O250 C251 110.1(2) . . ? C252 C251 O250 113.2(3) . . ? C251 C252 N253 113.7(4) . . ? C255 N253 C252 127.6(3) . . ? O254 C255 N253 123.8(3) . . ? O254 C255 C256 121.6(3) . . ? N253 C255 C256 114.5(3) . . ? N257 C256 C258 122.5(3) . . ? N257 C256 C255 115.6(3) . . ? C258 C256 C255 121.8(2) . . ? C256 N257 C256 117.5(3) 6_565 . ? C259 C258 C256 119.1(3) . . ? C258 C259 C258 119.2(4) 6_565 . ? C203 C200 C201 105.9(3) . . ? C203 C200 C202 105.4(4) . . ? C201 C200 C202 112.4(4) . . ? C203 C200 C23 110.8(3) . . ? C201 C200 C23 110.2(3) . . ? C202 C200 C23 111.8(3) . . ? C102 C100 C13 117.7(4) . . ? C102 C100 C101 111.0(6) . . ? C13 C100 C101 109.7(4) . . ? C102 C100 C103 112.0(6) . . ? C13 C100 C103 106.7(4) . . ? C101 C100 C103 97.9(5) . . ? C303 C300 C33 119.6(6) . . ? C303 C300 C301 112.1(9) . . ? C33 C300 C301 109.0(5) . . ? C303 C300 C302 109.3(8) . . ? C33 C300 C302 105.7(5) . . ? C301 C300 C302 98.9(5) . . ? N500 C501 C502 177.5(8) . . ? N503 C504 C505 151.1(14) . . ? N506 C507 C508 177.5(8) . . ? _refine_diff_density_max 0.284 _refine_diff_density_min -0.187 _refine_diff_density_rms 0.039 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ;