data_p21 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Dolastatin-16' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H79 N7 O13' _chemical_formula_weight 974.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.844(5) _cell_length_b 16.113(5) _cell_length_c 16.050(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 104.062(5) _cell_angle_gamma 90.000(5) _cell_volume 2720.4(17) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7475 _cell_measurement_theta_min 5.02 _cell_measurement_theta_max 68.74 _exptl_crystal_description Plate _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 0.707 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.6113 _exptl_absorpt_correction_T_max 0.9315 _exptl_absorpt_process_details 'SADABS- Acta Cryst. A51 (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Fine-focus sealed tube' _diffrn_radiation_monochromator Graphite _diffrn_measurement_device_type 'Bruker CCD area detector' _diffrn_measurement_method 'Phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.0167 _diffrn_reflns_number 21708 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 5.02 _diffrn_reflns_theta_max 69.07 _reflns_number_total 9326 _reflns_number_gt 8272 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type Full _refine_ls_weighting_scheme Calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1041P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.06(16) _chemical_absolute_configuration AD _refine_ls_number_reflns 9326 _refine_ls_number_parameters 643 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1485 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 7.325 _refine_ls_shift/su_mean 0.229 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 O7 O 0.32621(17) 0.50076(11) 0.72642(11) 0.0290(4) Uani 1 1 d . . . O9 O 0.12390(17) 0.56010(12) 0.61171(11) 0.0299(4) Uani 1 1 d . . . O18 O 0.05208(19) 0.31050(11) 0.82348(11) 0.0333(4) Uani 1 1 d . . . O12 O -0.26476(18) 0.41064(11) 0.63204(12) 0.0333(4) Uani 1 1 d . . . N16 N -0.0506(2) 0.24735(13) 0.66374(13) 0.0296(5) Uani 1 1 d . . . H16A H -0.0048 0.2922 0.6622 0.035 Uiso 1 1 calc R . . O6 O 0.22731(18) 0.38707(11) 0.66112(12) 0.0329(4) Uani 1 1 d . . . N10 N -0.0149(2) 0.51775(13) 0.68876(13) 0.0261(4) Uani 1 1 d . . . O15 O -0.21971(19) 0.17182(12) 0.59554(12) 0.0358(4) Uani 1 1 d . . . N13 N -0.1272(2) 0.38057(13) 0.55207(13) 0.0248(4) Uani 1 1 d . . . N22 N 0.2165(2) 0.28713(17) 0.99796(14) 0.0381(5) Uani 1 1 d . . . H22A H 0.1907 0.3138 0.9490 0.046 Uiso 1 1 calc R . . O25 O 0.3542(2) 0.33994(14) 0.86660(13) 0.0426(5) Uani 1 1 d . . . O1 O 0.5630(2) 0.31590(16) 0.90674(13) 0.0453(5) Uani 1 1 d . . . C12 C -0.1809(2) 0.43335(15) 0.59909(14) 0.0251(5) Uani 1 1 d . . . C9 C 0.1026(3) 0.53376(14) 0.67921(16) 0.0262(5) Uani 1 1 d . . . C15 C -0.1529(2) 0.23455(15) 0.60082(15) 0.0261(5) Uani 1 1 d . . . C25 C 0.4435(3) 0.30774(19) 0.91456(16) 0.0357(6) Uani 1 1 d . . . O21 O 0.1537(2) 0.20562(16) 1.09510(13) 0.0497(6) Uani 1 1 d . . . C34 C -0.2249(3) 0.58567(16) 0.62100(17) 0.0314(6) Uani 1 1 d . . . H34A H -0.2709 0.5654 0.6641 0.038 Uiso 1 1 calc R . . N4 N 0.4830(2) 0.32657(14) 0.67715(14) 0.0320(5) Uani 1 1 d . . . O3 O 0.5650(3) 0.22259(17) 0.76699(16) 0.0599(7) Uani 1 1 d . . . C33 C -0.0438(3) 0.49488(17) 0.77029(16) 0.0315(5) Uani 1 1 d . . . H33A H 0.0350 0.4941 0.8159 0.047 Uiso 1 1 calc R . . H33B H -0.0829 0.4397 0.7650 0.047 Uiso 1 1 calc R . . H33C H -0.1027 0.5355 0.7845 0.047 Uiso 1 1 calc R . . C17 C -0.0107(3) 0.19000(15) 0.73574(15) 0.0283(5) Uani 1 1 d . . . H17A H -0.0805 0.1489 0.7339 0.034 Uiso 1 1 calc R . . C5 C 0.4446(3) 0.41258(16) 0.65530(16) 0.0297(5) Uani 1 1 d . . . H5A H 0.5125 0.4524 0.6837 0.036 Uiso 1 1 calc R . . C8 C 0.2134(2) 0.51746(15) 0.75664(16) 0.0278(5) Uani 1 1 d . . . H8A H 0.1934 0.4677 0.7882 0.033 Uiso 1 1 calc R . . C11 C -0.1242(2) 0.52160(15) 0.61340(15) 0.0266(5) Uani 1 1 d . . . H11A H -0.0914 0.5365 0.5623 0.032 Uiso 1 1 calc R . . C3 C 0.5378(3) 0.2960(2) 0.75485(18) 0.0388(6) Uani 1 1 d . . . C42 C 0.0844(3) 0.07088(17) 0.66669(18) 0.0362(6) Uani 1 1 d . . . H42A H 0.0264 0.0916 0.6133 0.043 Uiso 1 1 calc R . . H42B H 0.1648 0.0540 0.6526 0.043 Uiso 1 1 calc R . . C37 C -0.0374(3) 0.40257(16) 0.49973(17) 0.0310(6) Uani 1 1 d . . . H37A H 0.0410 0.4280 0.5353 0.037 Uiso 1 1 calc R . . H37B H -0.0766 0.4411 0.4527 0.037 Uiso 1 1 calc R . . C48 C -0.1020(3) -0.02479(18) 0.6669(2) 0.0433(7) Uani 1 1 d . . . H48A H -0.1549 0.0086 0.6239 0.052 Uiso 1 1 calc R . . C23 C 0.3519(3) 0.2928(2) 1.04341(17) 0.0383(6) Uani 1 1 d . . . H23A H 0.3633 0.2594 1.0973 0.046 Uiso 1 1 calc R . . C29 C 0.4243(3) 0.41421(18) 0.55706(17) 0.0367(6) Uani 1 1 d . . . H29A H 0.3573 0.4546 0.5307 0.044 Uiso 1 1 calc R . . H29B H 0.5040 0.4292 0.5409 0.044 Uiso 1 1 calc R . . C14 C -0.1862(2) 0.29928(15) 0.52920(15) 0.0269(5) Uani 1 1 d . . . H14A H -0.2806 0.3059 0.5110 0.032 Uiso 1 1 calc R . . C6 C 0.3194(3) 0.43032(15) 0.68024(15) 0.0279(5) Uani 1 1 d . . . C30 C 0.2432(3) 0.59110(17) 0.81910(16) 0.0319(6) Uani 1 1 d . . . H30A H 0.1674 0.5992 0.8434 0.038 Uiso 1 1 calc R . . C18 C 0.0094(2) 0.23933(16) 0.81886(15) 0.0280(5) Uani 1 1 d . . . C40 C 0.1125(3) 0.14203(16) 0.73327(16) 0.0314(6) Uani 1 1 d . . . H40A H 0.1461 0.1165 0.7911 0.038 Uiso 1 1 calc R . . C2 C 0.5757(3) 0.3580(2) 0.82908(18) 0.0433(7) Uani 1 1 d . . . H2A H 0.5197 0.4081 0.8179 0.052 Uiso 1 1 calc R . . C35 C -0.1641(3) 0.66837(18) 0.6508(2) 0.0469(7) Uani 1 1 d . . . H35A H -0.1030 0.6614 0.7064 0.070 Uiso 1 1 calc R . . H35B H -0.2299 0.7080 0.6568 0.070 Uiso 1 1 calc R . . H35C H -0.1199 0.6893 0.6086 0.070 Uiso 1 1 calc R . . C27 C 0.4606(3) 0.27241(18) 0.60104(18) 0.0386(6) Uani 1 1 d . . . H27A H 0.4123 0.2223 0.6094 0.046 Uiso 1 1 calc R . . H27B H 0.5420 0.2551 0.5888 0.046 Uiso 1 1 calc R . . N19 N -0.0137(2) 0.19991(14) 0.88767(14) 0.0344(5) Uani 1 1 d . . . C39 C -0.1360(3) 0.27298(17) 0.45115(16) 0.0345(6) Uani 1 1 d . . . H39A H -0.1235 0.2121 0.4503 0.041 Uiso 1 1 calc R . . H39B H -0.1951 0.2902 0.3967 0.041 Uiso 1 1 calc R . . C52 C 0.3887(4) 0.1673(2) 0.9553(2) 0.0495(8) Uani 1 1 d . . . H52A H 0.4460 0.1451 0.9220 0.074 Uiso 1 1 calc R . . H52B H 0.3025 0.1717 0.9183 0.074 Uiso 1 1 calc R . . H52C H 0.3881 0.1300 1.0035 0.074 Uiso 1 1 calc R . . C21 C 0.1308(3) 0.24369(19) 1.02713(17) 0.0365(6) Uani 1 1 d . . . C20 C -0.0048(3) 0.2456(2) 0.96894(17) 0.0373(6) Uani 1 1 d . . . H20A H -0.0325 0.3044 0.9562 0.045 Uiso 1 1 calc R . . C43 C 0.0250(3) -0.00417(17) 0.69802(18) 0.0357(6) Uani 1 1 d . . . C24 C 0.4344(3) 0.2527(2) 0.98958(17) 0.0379(6) Uani 1 1 d . . . H24A H 0.5221 0.2463 1.0272 0.045 Uiso 1 1 calc R . . C38 C -0.0100(3) 0.31851(17) 0.46481(18) 0.0357(6) Uani 1 1 d . . . H38A H 0.0579 0.2889 0.5066 0.043 Uiso 1 1 calc R . . H38B H 0.0159 0.3247 0.4101 0.043 Uiso 1 1 calc R . . C28 C 0.3837(3) 0.3260(2) 0.52857(18) 0.0396(6) Uani 1 1 d . . . H28A H 0.2913 0.3183 0.5223 0.047 Uiso 1 1 calc R . . H28B H 0.4045 0.3127 0.4733 0.047 Uiso 1 1 calc R . . C49 C 0.3874(3) 0.3820(2) 1.07017(19) 0.0462(7) Uani 1 1 d . . . H49A H 0.3701 0.4171 1.0172 0.055 Uiso 1 1 calc R . . C41 C 0.2157(3) 0.19926(18) 0.71554(19) 0.0368(6) Uani 1 1 d . . . H41A H 0.2323 0.2441 0.7581 0.055 Uiso 1 1 calc R . . H41B H 0.1870 0.2230 0.6579 0.055 Uiso 1 1 calc R . . H41C H 0.2938 0.1674 0.7193 0.055 Uiso 1 1 calc R . . C54 C -0.0822(4) 0.1204(2) 0.8855(2) 0.0494(8) Uani 1 1 d . . . H54A H -0.0336 0.0741 0.8685 0.059 Uiso 1 1 calc R . . H54B H -0.1673 0.1230 0.8453 0.059 Uiso 1 1 calc R . . C31 C 0.3546(3) 0.5710(2) 0.8937(2) 0.0501(8) Uani 1 1 d . . . H31A H 0.3725 0.6187 0.9327 0.075 Uiso 1 1 calc R . . H31B H 0.4296 0.5587 0.8720 0.075 Uiso 1 1 calc R . . H31C H 0.3337 0.5227 0.9247 0.075 Uiso 1 1 calc R . . C36 C -0.3194(3) 0.5932(2) 0.5342(2) 0.0430(7) Uani 1 1 d . . . H36A H -0.3846 0.6342 0.5379 0.064 Uiso 1 1 calc R . . H36B H -0.3598 0.5393 0.5177 0.064 Uiso 1 1 calc R . . H36C H -0.2748 0.6110 0.4909 0.064 Uiso 1 1 calc R . . C32 C 0.2639(4) 0.67184(19) 0.7758(2) 0.0498(8) Uani 1 1 d . . . H32A H 0.2834 0.7162 0.8188 0.075 Uiso 1 1 calc R . . H32B H 0.1868 0.6861 0.7321 0.075 Uiso 1 1 calc R . . H32C H 0.3351 0.6654 0.7486 0.075 Uiso 1 1 calc R . . C46 C -0.0776(4) -0.1431(2) 0.7607(2) 0.0576(10) Uani 1 1 d . . . H46A H -0.1128 -0.1901 0.7823 0.069 Uiso 1 1 calc R . . C59 C -0.1009(4) 0.1998(2) 1.0085(2) 0.0514(8) Uani 1 1 d . . . H59A H -0.0769 0.2036 1.0720 0.062 Uiso 1 1 calc R . . H59B H -0.1876 0.2224 0.9869 0.062 Uiso 1 1 calc R . . C50 C 0.3101(4) 0.4159(3) 1.1293(2) 0.0652(10) Uani 1 1 d . . . H50A H 0.2193 0.4114 1.1013 0.098 Uiso 1 1 calc R . . H50B H 0.3320 0.4744 1.1419 0.098 Uiso 1 1 calc R . . H50C H 0.3288 0.3841 1.1829 0.098 Uiso 1 1 calc R . . C45 C 0.0503(5) -0.1230(2) 0.7915(3) 0.0620(10) Uani 1 1 d . . . H45A H 0.1033 -0.1567 0.8341 0.074 Uiso 1 1 calc R . . C47 C -0.1520(4) -0.0936(2) 0.6983(2) 0.0501(8) Uani 1 1 d . . . H47A H -0.2392 -0.1070 0.6764 0.060 Uiso 1 1 calc R . . C63 C -0.0926(4) 0.1106(3) 0.9787(2) 0.0588(10) Uani 1 1 d . . . H63A H -0.1696 0.0788 0.9815 0.071 Uiso 1 1 calc R . . H63B H -0.0168 0.0822 1.0141 0.071 Uiso 1 1 calc R . . C64 C 0.4896(5) -0.0256(3) 0.6519(3) 0.0662(11) Uani 1 1 d . . . C44 C 0.0998(4) -0.0548(2) 0.7606(2) 0.0548(9) Uani 1 1 d . . . H44A H 0.1871 -0.0417 0.7823 0.066 Uiso 1 1 calc R . . C66 C 0.5655(4) 0.0490(3) 0.6611(3) 0.0684(11) Uani 1 1 d . . . H66A H 0.6458 0.0399 0.7039 0.103 Uiso 1 1 calc R . . H66B H 0.5190 0.0947 0.6799 0.103 Uiso 1 1 calc R . . H66C H 0.5833 0.0631 0.6058 0.103 Uiso 1 1 calc R . . C26 C 0.7130(4) 0.3825(4) 0.8423(2) 0.0733(14) Uani 1 1 d . . . H26A H 0.7355 0.4225 0.8896 0.110 Uiso 1 1 calc R . . H26B H 0.7261 0.4079 0.7897 0.110 Uiso 1 1 calc R . . H26C H 0.7668 0.3332 0.8563 0.110 Uiso 1 1 calc R . . C51 C 0.5294(4) 0.3898(3) 1.1150(3) 0.0661(11) Uani 1 1 d . . . H51A H 0.5491 0.4478 1.1317 0.099 Uiso 1 1 calc R . . H51B H 0.5806 0.3722 1.0756 0.099 Uiso 1 1 calc R . . H51C H 0.5490 0.3546 1.1663 0.099 Uiso 1 1 calc R . . N69 N 0.4335(6) -0.0860(3) 0.6448(3) 0.1077(18) Uani 1 1 d . . . O100 O 0.6495(2) 0.11518(14) 0.43472(14) 0.0438(5) Uani 1 1 d . . . O101 O 0.3620(3) 0.1079(2) 0.1946(2) 0.0805(9) Uani 1 1 d . . . O102 O 0.5181(3) 0.7265(3) 0.6684(2) 0.0803(9) 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 O7 0.0260(10) 0.0296(8) 0.0310(8) -0.0039(7) 0.0057(7) -0.0006(7) O9 0.0251(9) 0.0341(9) 0.0313(9) 0.0031(7) 0.0085(7) -0.0040(7) O18 0.0380(11) 0.0288(9) 0.0310(9) -0.0010(7) 0.0041(7) -0.0034(8) O12 0.0323(11) 0.0313(9) 0.0401(10) -0.0040(7) 0.0161(8) -0.0065(8) N16 0.0372(13) 0.0243(10) 0.0254(10) 0.0024(8) 0.0041(9) -0.0049(9) O6 0.0287(10) 0.0296(9) 0.0404(10) -0.0035(7) 0.0084(8) -0.0032(8) N10 0.0254(11) 0.0278(10) 0.0256(9) -0.0017(7) 0.0071(8) -0.0010(8) O15 0.0372(11) 0.0351(10) 0.0327(9) 0.0023(7) 0.0041(8) -0.0117(8) N13 0.0248(11) 0.0246(9) 0.0250(9) 0.0001(8) 0.0062(8) -0.0032(8) N22 0.0319(13) 0.0520(14) 0.0289(11) 0.0066(10) 0.0047(9) -0.0048(11) O25 0.0321(11) 0.0607(13) 0.0320(10) 0.0117(9) 0.0021(8) -0.0020(9) O1 0.0322(12) 0.0704(15) 0.0323(10) 0.0140(9) 0.0059(8) 0.0026(10) C12 0.0245(13) 0.0268(12) 0.0228(11) 0.0014(9) 0.0032(9) -0.0005(9) C9 0.0296(14) 0.0192(10) 0.0302(12) -0.0005(9) 0.0084(10) -0.0008(9) C15 0.0325(14) 0.0225(11) 0.0243(11) -0.0026(8) 0.0092(10) -0.0011(10) C25 0.0321(15) 0.0462(15) 0.0265(12) 0.0012(11) 0.0027(11) -0.0044(12) O21 0.0452(13) 0.0708(15) 0.0313(10) 0.0116(10) 0.0056(9) -0.0128(11) C34 0.0321(14) 0.0271(12) 0.0351(13) -0.0021(10) 0.0082(11) 0.0029(11) N4 0.0295(12) 0.0356(11) 0.0320(11) 0.0007(9) 0.0099(9) 0.0054(9) O3 0.0738(18) 0.0553(14) 0.0540(14) 0.0172(11) 0.0220(12) 0.0287(13) C33 0.0289(14) 0.0381(13) 0.0287(12) 0.0018(10) 0.0093(10) -0.0030(11) C17 0.0321(14) 0.0271(12) 0.0241(11) 0.0024(9) 0.0039(10) -0.0044(10) C5 0.0289(14) 0.0289(12) 0.0313(12) 0.0011(10) 0.0073(10) 0.0001(10) C8 0.0271(14) 0.0288(12) 0.0279(11) -0.0019(9) 0.0076(10) -0.0027(10) C11 0.0240(13) 0.0271(12) 0.0284(11) -0.0007(9) 0.0061(10) -0.0006(10) C3 0.0276(15) 0.0515(17) 0.0396(14) 0.0118(13) 0.0124(11) 0.0105(13) C42 0.0448(17) 0.0318(13) 0.0338(13) -0.0022(11) 0.0133(12) -0.0021(12) C37 0.0358(15) 0.0296(13) 0.0314(12) -0.0023(10) 0.0153(11) -0.0044(11) C48 0.056(2) 0.0336(14) 0.0455(16) -0.0034(12) 0.0229(15) 0.0016(13) C23 0.0347(16) 0.0508(16) 0.0273(12) 0.0081(11) 0.0034(11) -0.0070(13) C29 0.0404(16) 0.0391(14) 0.0320(13) 0.0040(11) 0.0116(11) 0.0034(12) C14 0.0268(13) 0.0268(11) 0.0254(11) -0.0017(9) 0.0031(9) -0.0041(10) C6 0.0298(14) 0.0270(12) 0.0250(11) 0.0011(9) 0.0029(10) 0.0006(10) C30 0.0295(14) 0.0363(13) 0.0306(12) -0.0103(10) 0.0086(10) -0.0047(11) C18 0.0261(13) 0.0314(12) 0.0261(12) 0.0006(9) 0.0056(10) 0.0006(10) C40 0.0356(15) 0.0293(13) 0.0282(12) 0.0006(9) 0.0060(10) -0.0018(11) C2 0.0302(16) 0.068(2) 0.0317(14) 0.0089(13) 0.0066(11) -0.0074(14) C35 0.0434(18) 0.0282(14) 0.068(2) -0.0070(13) 0.0109(15) -0.0011(12) C27 0.0495(18) 0.0322(13) 0.0377(14) -0.0011(11) 0.0174(13) 0.0050(12) N19 0.0406(14) 0.0369(12) 0.0268(10) -0.0024(9) 0.0101(9) -0.0088(10) C39 0.0481(18) 0.0288(12) 0.0262(12) -0.0032(10) 0.0082(11) -0.0046(11) C52 0.053(2) 0.0475(17) 0.0415(16) 0.0070(13) -0.0007(14) -0.0013(15) C21 0.0395(16) 0.0443(15) 0.0259(12) -0.0022(11) 0.0086(11) -0.0048(13) C20 0.0393(17) 0.0464(16) 0.0277(12) -0.0070(11) 0.0110(11) -0.0054(13) C43 0.0475(18) 0.0282(12) 0.0349(13) -0.0045(10) 0.0169(12) -0.0020(12) C24 0.0285(15) 0.0500(16) 0.0307(13) 0.0078(12) -0.0013(11) -0.0036(12) C38 0.0436(16) 0.0330(14) 0.0355(13) -0.0025(10) 0.0193(12) 0.0006(12) C28 0.0408(17) 0.0486(16) 0.0307(13) -0.0047(12) 0.0113(12) 0.0003(13) C49 0.0428(18) 0.0573(18) 0.0364(15) -0.0006(13) 0.0057(13) -0.0123(14) C41 0.0294(15) 0.0381(14) 0.0429(15) -0.0008(11) 0.0089(12) -0.0040(11) C54 0.065(2) 0.0509(18) 0.0361(15) -0.0021(13) 0.0194(15) -0.0233(16) C31 0.051(2) 0.0531(18) 0.0375(15) -0.0107(13) -0.0055(14) -0.0025(15) C36 0.0372(17) 0.0421(15) 0.0462(16) 0.0032(12) 0.0034(13) 0.0092(13) C32 0.066(2) 0.0340(15) 0.0485(17) -0.0110(13) 0.0113(15) -0.0088(15) C46 0.095(3) 0.0302(15) 0.062(2) -0.0050(14) 0.046(2) -0.0094(17) C59 0.053(2) 0.070(2) 0.0357(15) -0.0068(14) 0.0193(14) -0.0173(17) C50 0.071(3) 0.078(3) 0.0472(19) -0.0180(18) 0.0148(18) -0.003(2) C45 0.090(3) 0.0350(16) 0.060(2) 0.0104(15) 0.017(2) 0.0044(18) C47 0.050(2) 0.0422(16) 0.068(2) -0.0124(15) 0.0336(17) -0.0076(14) C63 0.074(3) 0.069(2) 0.0376(16) -0.0009(15) 0.0220(16) -0.034(2) C64 0.077(3) 0.064(2) 0.053(2) 0.0116(17) 0.006(2) -0.008(2) C44 0.068(2) 0.0373(16) 0.0550(19) 0.0042(14) 0.0071(17) 0.0000(16) C66 0.073(3) 0.049(2) 0.076(3) 0.0113(18) 0.003(2) 0.0092(19) C26 0.032(2) 0.137(4) 0.0487(19) 0.015(2) 0.0048(15) -0.023(2) C51 0.041(2) 0.088(3) 0.069(2) -0.029(2) 0.0116(17) -0.0221(19) N69 0.147(5) 0.093(3) 0.072(3) 0.012(2) 0.005(3) -0.043(3) O100 0.0382(12) 0.0490(12) 0.0448(11) -0.0094(9) 0.0112(9) -0.0076(9) O101 0.077(2) 0.098(2) 0.0674(18) 0.0154(16) 0.0210(16) 0.0087(18) O102 0.0539(18) 0.109(3) 0.0755(19) 0.0005(18) 0.0113(14) -0.0107(17) _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 O7 C6 1.348(3) . ? O7 C8 1.446(3) . ? O9 C9 1.236(3) . ? O18 C18 1.232(3) . ? O12 C12 1.214(3) . ? N16 C15 1.322(3) . ? N16 C17 1.461(3) . ? O6 C6 1.195(3) . ? N10 C9 1.345(4) . ? N10 C33 1.465(3) . ? N10 C11 1.475(3) . ? O15 C15 1.235(3) . ? N13 C12 1.358(3) . ? N13 C14 1.465(3) . ? N13 C37 1.476(3) . ? N22 C21 1.335(4) . ? N22 C23 1.475(4) . ? O25 C25 1.199(4) . ? O1 C25 1.338(4) . ? O1 C2 1.455(3) . ? C12 C11 1.544(3) . ? C9 C8 1.527(4) . ? C15 C14 1.529(3) . ? C25 C24 1.518(4) . ? O21 C21 1.223(4) . ? C34 C35 1.512(4) . ? C34 C36 1.521(4) . ? C34 C11 1.529(4) . ? N4 C3 1.338(4) . ? N4 C5 1.465(4) . ? N4 C27 1.473(4) . ? O3 C3 1.223(4) . ? C17 C18 1.522(3) . ? C17 C40 1.553(4) . ? C5 C29 1.538(4) . ? C5 C6 1.532(4) . ? C8 C30 1.536(3) . ? C3 C2 1.533(5) . ? C42 C43 1.512(4) . ? C42 C40 1.546(4) . ? C37 C38 1.523(4) . ? C48 C43 1.387(5) . ? C48 C47 1.382(5) . ? C23 C49 1.523(5) . ? C23 C24 1.530(5) . ? C29 C28 1.525(4) . ? C14 C39 1.542(4) . ? C30 C32 1.517(4) . ? C30 C31 1.514(4) . ? C18 N19 1.349(3) . ? C40 C41 1.529(4) . ? C2 C26 1.505(5) . ? C27 C28 1.524(4) . ? N19 C20 1.480(3) . ? N19 C54 1.477(4) . ? C39 C38 1.519(4) . ? C52 C24 1.520(5) . ? C21 C20 1.538(4) . ? C20 C59 1.535(4) . ? C43 C44 1.391(5) . ? C49 C50 1.513(5) . ? C49 C51 1.538(5) . ? C54 C63 1.535(4) . ? C46 C47 1.379(6) . ? C46 C45 1.393(6) . ? C59 C63 1.523(6) . ? C45 C44 1.367(6) . ? C64 N69 1.138(6) . ? C64 C66 1.445(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 C6 O7 C8 113.8(2) . . ? C15 N16 C17 122.5(2) . . ? C9 N10 C33 124.3(2) . . ? C9 N10 C11 119.6(2) . . ? C33 N10 C11 116.1(2) . . ? C12 N13 C14 118.6(2) . . ? C12 N13 C37 126.7(2) . . ? C14 N13 C37 112.4(2) . . ? C21 N22 C23 123.5(2) . . ? C25 O1 C2 114.9(2) . . ? O12 C12 N13 121.4(2) . . ? O12 C12 C11 121.7(2) . . ? N13 C12 C11 116.8(2) . . ? O9 C9 N10 123.3(2) . . ? O9 C9 C8 119.7(2) . . ? N10 C9 C8 117.0(2) . . ? O15 C15 N16 123.3(2) . . ? O15 C15 C14 118.6(2) . . ? N16 C15 C14 118.0(2) . . ? O25 C25 O1 123.1(3) . . ? O25 C25 C24 124.3(3) . . ? O1 C25 C24 112.5(2) . . ? C35 C34 C36 111.4(2) . . ? C35 C34 C11 110.8(2) . . ? C36 C34 C11 108.4(2) . . ? C3 N4 C5 127.4(2) . . ? C3 N4 C27 120.1(2) . . ? C5 N4 C27 112.5(2) . . ? N16 C17 C18 108.3(2) . . ? N16 C17 C40 112.7(2) . . ? C18 C17 C40 110.0(2) . . ? N4 C5 C29 102.9(2) . . ? N4 C5 C6 109.4(2) . . ? C29 C5 C6 110.5(2) . . ? O7 C8 C30 107.6(2) . . ? O7 C8 C9 108.7(2) . . ? C30 C8 C9 113.4(2) . . ? N10 C11 C34 114.2(2) . . ? N10 C11 C12 107.14(19) . . ? C34 C11 C12 111.6(2) . . ? O3 C3 N4 122.7(3) . . ? O3 C3 C2 119.9(3) . . ? N4 C3 C2 117.3(3) . . ? C43 C42 C40 113.0(2) . . ? N13 C37 C38 102.2(2) . . ? C43 C48 C47 120.3(3) . . ? N22 C23 C49 110.6(3) . . ? N22 C23 C24 110.1(2) . . ? C49 C23 C24 114.5(3) . . ? C28 C29 C5 104.5(2) . . ? N13 C14 C15 114.35(19) . . ? N13 C14 C39 103.3(2) . . ? C15 C14 C39 111.0(2) . . ? O6 C6 O7 124.2(2) . . ? O6 C6 C5 124.2(2) . . ? O7 C6 C5 111.6(2) . . ? C32 C30 C31 111.5(3) . . ? C32 C30 C8 113.3(2) . . ? C31 C30 C8 110.6(2) . . ? O18 C18 N19 122.1(2) . . ? O18 C18 C17 120.7(2) . . ? N19 C18 C17 117.1(2) . . ? C41 C40 C17 112.2(2) . . ? C41 C40 C42 110.4(2) . . ? C17 C40 C42 111.1(2) . . ? O1 C2 C26 107.3(3) . . ? O1 C2 C3 107.4(3) . . ? C26 C2 C3 110.5(3) . . ? N4 C27 C28 104.3(2) . . ? C18 N19 C20 120.1(2) . . ? C18 N19 C54 125.6(2) . . ? C20 N19 C54 112.2(2) . . ? C38 C39 C14 103.5(2) . . ? O21 C21 N22 124.6(3) . . ? O21 C21 C20 120.5(3) . . ? N22 C21 C20 114.8(2) . . ? N19 C20 C59 102.7(2) . . ? N19 C20 C21 111.9(2) . . ? C59 C20 C21 112.6(3) . . ? C48 C43 C44 118.2(3) . . ? C48 C43 C42 122.5(3) . . ? C44 C43 C42 119.2(3) . . ? C25 C24 C23 111.2(3) . . ? C25 C24 C52 108.7(2) . . ? C23 C24 C52 113.7(3) . . ? C37 C38 C39 103.5(2) . . ? C27 C28 C29 103.6(2) . . ? C50 C49 C23 112.2(3) . . ? C50 C49 C51 108.7(3) . . ? C23 C49 C51 111.4(3) . . ? N19 C54 C63 102.8(2) . . ? C47 C46 C45 118.7(3) . . ? C63 C59 C20 103.1(3) . . ? C44 C45 C46 120.2(4) . . ? C46 C47 C48 121.1(4) . . ? C59 C63 C54 103.5(3) . . ? N69 C64 C66 177.7(6) . . ? C45 C44 C43 121.5(4) . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 69.07 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.263 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.056