# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Scott Dalgarno' 'Stuart Kennedy' 'Simon J. Teat' _publ_contact_author_name 'Scott Dalgarno' _publ_contact_author_email S.J.DALGARNO@HW.AC.UK _publ_section_title ; Versatile assembly of p-carboxylatocalix[4]arene-O-alkyl ethers ; # Attachment '6.cif' data_FormPropC4 _database_code_depnum_ccdc_archive 'CCDC 741008' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Formyl OPr C4 Cone' _chemical_melting_point ? _chemical_formula_moiety 'C44 H48 O8' _chemical_formula_sum 'C44 H48 O8' _chemical_formula_weight 704.82 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' 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.6194(8) _cell_length_b 17.1198(11) _cell_length_c 17.4385(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.950(2) _cell_angle_gamma 90.00 _cell_volume 3721.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used . _cell_measurement_theta_min . _cell_measurement_theta_max . _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9193 _exptl_absorpt_correction_T_max 0.9831 _exptl_absorpt_process_details Bruker-SADABS _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius X8 Apex 2' _diffrn_measurement_method "'phi & omega scans'" _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17274 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 20.86 _reflns_number_total 3907 _reflns_number_gt 2813 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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^)+(0.0821P)^2^+8.8160P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3907 _refine_ls_number_parameters 473 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0958 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1871 _refine_ls_wR_factor_gt 0.1609 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.0864(2) 0.88499(18) 0.74184(17) 0.0328(8) Uani 1 1 d . . . C1 C -0.0148(4) 0.9348(3) 0.6269(3) 0.0332(12) Uani 1 1 d . . . O2 O 0.1327(3) 0.89380(18) 0.93782(17) 0.0367(9) Uani 1 1 d . . . C2 C -0.0706(4) 0.9964(3) 0.5883(3) 0.0387(13) Uani 1 1 d . . . H2 H -0.0987 0.9915 0.5348 0.046 Uiso 1 1 calc R . . O3 O 0.0792(3) 0.72351(18) 0.84950(18) 0.0358(8) Uani 1 1 d . . . C3 C -0.0857(4) 1.0651(3) 0.6273(3) 0.0434(15) Uani 1 1 d . . . O4 O 0.0851(3) 0.71369(19) 0.66252(18) 0.0404(9) Uani 1 1 d . . . C4 C -0.0496(4) 1.0714(3) 0.7063(3) 0.0428(14) Uani 1 1 d . . . H4 H -0.0638 1.1177 0.7329 0.051 Uiso 1 1 calc R . . O5 O -0.1737(4) 1.1394(3) 0.5259(4) 0.0899(16) Uani 1 1 d . . . C5 C 0.0066(4) 1.0115(3) 0.7467(3) 0.0352(13) Uani 1 1 d . . . O6 O -0.3684(3) 0.9264(2) 0.8142(3) 0.0753(14) Uani 1 1 d . . . C6 C 0.0284(4) 0.9456(3) 0.7051(3) 0.0305(12) Uani 1 1 d . . . O7 O -0.1825(3) 0.4437(3) 0.9669(3) 0.0795(14) Uani 1 1 d . . . C7 C 0.0326(4) 1.0120(3) 0.8345(3) 0.0395(13) Uani 1 1 d . . . H7A H 0.0132 1.0632 0.8546 0.047 Uiso 1 1 calc R . . H7B H 0.1106 1.0039 0.8507 0.047 Uiso 1 1 calc R . . O8 O -0.4057(3) 0.7396(3) 0.7130(3) 0.0697(13) Uani 1 1 d . . . C8 C -0.0294(4) 0.9475(3) 0.8679(3) 0.0332(13) Uani 1 1 d . . . C9 C -0.1395(4) 0.9424(3) 0.8472(3) 0.0354(13) Uani 1 1 d . . . H9 H -0.1762 0.9803 0.8131 0.042 Uiso 1 1 calc R . . C10 C -0.1975(4) 0.8828(3) 0.8752(3) 0.0339(13) Uani 1 1 d . . . C11 C -0.1437(4) 0.8264(3) 0.9232(3) 0.0341(12) Uani 1 1 d . . . H11 H -0.1834 0.7850 0.9413 0.041 Uiso 1 1 calc R . . C12 C -0.0331(4) 0.8288(3) 0.9455(3) 0.0318(12) Uani 1 1 d . . . C13 C 0.0224(4) 0.8909(3) 0.9183(3) 0.0301(12) Uani 1 1 d . . . C14 C 0.0247(4) 0.7629(3) 0.9930(3) 0.0346(13) Uani 1 1 d . . . H14A H 0.1032 0.7704 0.9972 0.042 Uiso 1 1 calc R . . H14B H 0.0059 0.7637 1.0460 0.042 Uiso 1 1 calc R . . C15 C -0.0061(4) 0.6853(3) 0.9554(3) 0.0309(12) Uani 1 1 d . . . C16 C -0.0632(4) 0.6292(3) 0.9887(3) 0.0363(13) Uani 1 1 d . . . H16 H -0.0786 0.6371 1.0398 0.044 Uiso 1 1 calc R . . C17 C -0.0981(4) 0.5619(3) 0.9492(3) 0.0354(13) Uani 1 1 d . . . C18 C -0.0844(4) 0.5530(3) 0.8721(3) 0.0364(13) Uani 1 1 d . . . H18 H -0.1137 0.5086 0.8438 0.044 Uiso 1 1 calc R . . C19 C -0.0286(4) 0.6080(3) 0.8361(3) 0.0337(13) Uani 1 1 d . . . C20 C 0.0168(4) 0.6708(3) 0.8810(3) 0.0314(12) Uani 1 1 d . . . C21 C -0.0222(4) 0.6056(3) 0.7495(3) 0.0385(13) Uani 1 1 d . . . H21A H 0.0539 0.6048 0.7420 0.046 Uiso 1 1 calc R . . H21B H -0.0567 0.5572 0.7266 0.046 Uiso 1 1 calc R . . C22 C -0.0777(4) 0.6762(3) 0.7083(3) 0.0333(13) Uani 1 1 d . . . C23 C -0.1831(4) 0.6929(3) 0.7131(3) 0.0338(13) Uani 1 1 d . . . H23 H -0.2223 0.6590 0.7414 0.041 Uiso 1 1 calc R . . C24 C -0.2334(4) 0.7587(3) 0.6773(3) 0.0351(13) Uani 1 1 d . . . C25 C -0.1758(4) 0.8095(3) 0.6367(3) 0.0360(13) Uani 1 1 d . . . H25 H -0.2102 0.8546 0.6126 0.043 Uiso 1 1 calc R . . C26 C -0.0694(4) 0.7954(3) 0.6307(3) 0.0344(13) Uani 1 1 d . . . C27 C -0.0216(4) 0.7282(3) 0.6654(3) 0.0323(12) Uani 1 1 d . . . C28 C -0.0071(4) 0.8554(3) 0.5907(3) 0.0378(13) Uani 1 1 d . . . H28A H 0.0691 0.8394 0.5958 0.045 Uiso 1 1 calc R . . H28B H -0.0366 0.8577 0.5347 0.045 Uiso 1 1 calc R . . C29 C -0.1419(5) 1.1370(5) 0.5909(4) 0.082(3) Uani 1 1 d . . . H29 H -0.1508 1.1810 0.6225 0.099 Uiso 1 1 calc R . . C30 C 0.2005(4) 0.8971(3) 0.7603(3) 0.0480(15) Uani 1 1 d . . . H30A H 0.2132 0.9396 0.7990 0.058 Uiso 1 1 calc R . . H30B H 0.2328 0.8491 0.7854 0.058 Uiso 1 1 calc R . . C31 C 0.2567(5) 0.9161(5) 0.6973(4) 0.082(2) Uani 1 1 d . . . H31A H 0.2335 0.9683 0.6767 0.098 Uiso 1 1 calc R . . H31B H 0.2379 0.8776 0.6550 0.098 Uiso 1 1 calc R . . C32 C 0.3791(4) 0.9162(4) 0.7227(4) 0.0680(19) Uani 1 1 d . . . H32A H 0.3966 0.9432 0.7727 0.102 Uiso 1 1 calc R . . H32B H 0.4135 0.9433 0.6836 0.102 Uiso 1 1 calc R . . H32C H 0.4052 0.8623 0.7281 0.102 Uiso 1 1 calc R . . C33 C -0.3141(5) 0.8786(3) 0.8543(3) 0.0519(15) Uani 1 1 d . . . H33 H -0.3499 0.8356 0.8733 0.062 Uiso 1 1 calc R . . C34 C 0.1681(4) 0.9329(3) 1.0106(3) 0.0441(14) Uani 1 1 d . . . H34A H 0.1289 0.9122 1.0512 0.053 Uiso 1 1 calc R . . H34B H 0.1538 0.9896 1.0051 0.053 Uiso 1 1 calc R . . C35 C 0.2862(4) 0.9187(3) 1.0330(3) 0.0493(15) Uani 1 1 d . . . H35A H 0.3103 0.9433 1.0841 0.059 Uiso 1 1 calc R . . H35B H 0.2985 0.8618 1.0390 0.059 Uiso 1 1 calc R . . C36 C 0.3533(5) 0.9494(4) 0.9763(4) 0.072(2) Uani 1 1 d . . . H36A H 0.3305 0.9253 0.9255 0.108 Uiso 1 1 calc R . . H36B H 0.4289 0.9369 0.9944 0.108 Uiso 1 1 calc R . . H36C H 0.3447 1.0062 0.9719 0.108 Uiso 1 1 calc R . . C37 C -0.1530(4) 0.5044(3) 0.9947(5) 0.068(2) Uani 1 1 d . . . H37 H -0.1642 0.5168 1.0460 0.082 Uiso 1 1 calc R . . C38 C 0.1836(5) 0.6966(4) 0.8408(3) 0.0592(17) Uani 1 1 d . . . H38A H 0.2012 0.7149 0.7904 0.071 Uiso 1 1 calc R . . H38B H 0.1840 0.6388 0.8403 0.071 Uiso 1 1 calc R . . C39 C 0.2661(5) 0.7247(4) 0.9039(3) 0.0579(17) Uani 1 1 d . . . H39A H 0.2571 0.6984 0.9530 0.069 Uiso 1 1 calc R . . H39B H 0.2573 0.7816 0.9109 0.069 Uiso 1 1 calc R . . C40 C 0.3786(5) 0.7081(4) 0.8852(4) 0.075(2) Uani 1 1 d . . . H40A H 0.3878 0.6517 0.8796 0.113 Uiso 1 1 calc R . . H40B H 0.4324 0.7276 0.9275 0.113 Uiso 1 1 calc R . . H40C H 0.3875 0.7343 0.8367 0.113 Uiso 1 1 calc R . . C41 C -0.3454(4) 0.7781(3) 0.6818(3) 0.0472(15) Uani 1 1 d . . . H41 H -0.3727 0.8254 0.6578 0.057 Uiso 1 1 calc R . . C42 C 0.1060(5) 0.6717(3) 0.5949(3) 0.0557(16) Uani 1 1 d . . . H42A H 0.0894 0.7044 0.5478 0.067 Uiso 1 1 calc R . . H42B H 0.0624 0.6234 0.5876 0.067 Uiso 1 1 calc R . . C43 C 0.2331(6) 0.6510(4) 0.6125(5) 0.087(3) Uani 1 1 d . . . H43A H 0.2451 0.6146 0.6570 0.105 Uiso 1 1 calc R . . H43B H 0.2523 0.6230 0.5669 0.105 Uiso 1 1 calc R . . C44 C 0.3035(6) 0.7145(5) 0.6289(4) 0.095(2) Uani 1 1 d . . . H44A H 0.2947 0.7505 0.5846 0.142 Uiso 1 1 calc R . . H44B H 0.3776 0.6954 0.6385 0.142 Uiso 1 1 calc R . . H44C H 0.2875 0.7420 0.6751 0.142 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.033(2) 0.0294(19) 0.0351(19) 0.0022(16) 0.0014(15) 0.0009(16) C1 0.033(3) 0.034(3) 0.033(3) 0.006(3) 0.008(2) -0.003(2) O2 0.036(2) 0.040(2) 0.032(2) -0.0132(16) -0.0002(16) -0.0033(16) C2 0.035(3) 0.042(4) 0.039(3) 0.013(3) 0.006(3) -0.008(3) O3 0.037(2) 0.033(2) 0.038(2) -0.0016(16) 0.0079(16) -0.0027(17) C3 0.030(3) 0.036(3) 0.063(4) 0.036(3) 0.005(3) 0.008(3) O4 0.047(2) 0.041(2) 0.036(2) -0.0126(17) 0.0117(17) 0.0008(17) C4 0.039(3) 0.027(3) 0.065(4) 0.007(3) 0.016(3) 0.003(3) O5 0.057(3) 0.111(4) 0.106(4) 0.036(4) 0.025(3) 0.001(3) C5 0.033(3) 0.023(3) 0.051(3) -0.002(3) 0.012(3) -0.006(2) O6 0.053(3) 0.050(3) 0.114(4) 0.018(3) -0.014(3) 0.005(2) C6 0.031(3) 0.027(3) 0.035(3) 0.007(3) 0.006(2) -0.002(2) O7 0.062(3) 0.086(4) 0.087(3) 0.014(3) -0.001(2) 0.003(3) C7 0.048(3) 0.028(3) 0.043(3) -0.011(2) 0.011(3) 0.000(3) O8 0.046(2) 0.078(3) 0.083(3) 0.037(3) 0.004(2) -0.007(2) C8 0.041(3) 0.029(3) 0.031(3) -0.014(3) 0.010(2) -0.001(3) C9 0.049(4) 0.023(3) 0.034(3) -0.005(2) 0.005(3) 0.005(3) C10 0.034(3) 0.028(3) 0.038(3) -0.006(3) 0.002(2) 0.005(3) C11 0.039(3) 0.031(3) 0.033(3) -0.004(3) 0.008(2) 0.000(3) C12 0.035(3) 0.037(3) 0.024(3) -0.011(2) 0.003(2) 0.001(3) C13 0.032(3) 0.030(3) 0.028(3) -0.014(2) 0.003(2) 0.002(3) C14 0.033(3) 0.042(3) 0.028(3) -0.001(3) 0.002(2) 0.003(2) C15 0.030(3) 0.034(3) 0.028(3) 0.003(2) 0.000(2) 0.009(2) C16 0.036(3) 0.041(3) 0.032(3) 0.011(3) 0.005(2) 0.011(3) C17 0.027(3) 0.029(3) 0.050(4) 0.013(3) 0.007(2) -0.005(2) C18 0.037(3) 0.026(3) 0.044(4) 0.003(3) -0.002(3) 0.003(2) C19 0.035(3) 0.026(3) 0.037(3) 0.002(3) -0.004(2) 0.005(3) C20 0.028(3) 0.026(3) 0.038(3) 0.010(3) 0.001(2) 0.002(2) C21 0.048(3) 0.025(3) 0.040(3) -0.004(2) -0.001(3) 0.000(2) C22 0.046(4) 0.027(3) 0.024(3) -0.009(2) -0.003(2) -0.006(3) C23 0.040(3) 0.030(3) 0.028(3) 0.000(2) -0.003(2) -0.009(3) C24 0.037(3) 0.039(3) 0.027(3) -0.002(3) -0.002(2) -0.007(3) C25 0.042(3) 0.034(3) 0.028(3) 0.001(2) -0.004(2) -0.009(3) C26 0.044(4) 0.036(3) 0.022(3) -0.003(2) 0.002(2) -0.011(3) C27 0.038(3) 0.031(3) 0.026(3) -0.009(2) 0.000(2) -0.002(3) C28 0.046(3) 0.045(3) 0.022(3) -0.001(2) 0.004(2) -0.007(3) C29 0.037(4) 0.164(8) 0.046(4) 0.018(5) 0.009(3) -0.024(5) C30 0.041(4) 0.054(4) 0.048(3) 0.006(3) 0.005(3) 0.008(3) C31 0.042(4) 0.135(7) 0.068(4) 0.016(5) 0.008(3) 0.002(4) C32 0.042(4) 0.098(5) 0.063(4) 0.007(4) 0.007(3) -0.006(4) C33 0.049(4) 0.037(3) 0.066(4) 0.007(3) -0.003(3) 0.005(3) C34 0.054(4) 0.040(3) 0.035(3) -0.013(3) -0.005(3) -0.002(3) C35 0.057(4) 0.042(3) 0.042(3) 0.001(3) -0.012(3) -0.009(3) C36 0.047(4) 0.080(5) 0.080(5) 0.030(4) -0.016(3) -0.020(3) C37 0.042(4) 0.027(3) 0.122(6) -0.016(4) -0.035(4) 0.003(3) C38 0.056(4) 0.062(4) 0.060(4) 0.004(3) 0.009(3) -0.011(3) C39 0.068(4) 0.062(4) 0.041(3) 0.011(3) 0.000(3) 0.004(3) C40 0.051(4) 0.111(6) 0.062(4) 0.014(4) 0.006(3) 0.019(4) C41 0.044(4) 0.052(4) 0.043(3) 0.011(3) -0.001(3) -0.011(3) C42 0.082(5) 0.041(3) 0.047(4) -0.018(3) 0.018(3) 0.000(3) C43 0.101(6) 0.049(4) 0.134(7) -0.049(4) 0.088(5) -0.025(4) C44 0.073(5) 0.123(7) 0.089(6) -0.013(5) 0.016(4) 0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C6 1.370(5) . ? O1 C30 1.440(6) . ? C1 C2 1.382(7) . ? C1 C6 1.400(7) . ? C1 C28 1.510(7) . ? O2 C13 1.382(5) . ? O2 C34 1.443(5) . ? C2 C3 1.388(7) . ? O3 C20 1.368(5) . ? O3 C38 1.427(6) . ? C3 C4 1.386(8) . ? C3 C29 1.510(10) . ? O4 C27 1.378(6) . ? O4 C42 1.439(6) . ? C4 C5 1.377(7) . ? O5 C29 1.142(7) . ? C5 C6 1.392(7) . ? C5 C7 1.514(7) . ? O6 C33 1.216(6) . ? O7 C37 1.182(6) . ? C7 C8 1.521(7) . ? O8 C41 1.199(6) . ? C8 C9 1.384(7) . ? C8 C13 1.399(7) . ? C9 C10 1.389(7) . ? C10 C11 1.383(7) . ? C10 C33 1.461(7) . ? C11 C12 1.390(7) . ? C12 C13 1.398(7) . ? C12 C14 1.517(7) . ? C14 C15 1.507(7) . ? C15 C16 1.381(7) . ? C15 C20 1.395(7) . ? C16 C17 1.379(7) . ? C17 C18 1.390(7) . ? C17 C37 1.499(8) . ? C18 C19 1.384(7) . ? C19 C20 1.399(7) . ? C19 C21 1.525(7) . ? C21 C22 1.519(7) . ? C22 C23 1.375(7) . ? C22 C27 1.421(7) . ? C23 C24 1.392(7) . ? C24 C25 1.396(7) . ? C24 C41 1.466(7) . ? C25 C26 1.383(7) . ? C26 C27 1.393(7) . ? C26 C28 1.527(7) . ? C30 C31 1.435(8) . ? C31 C32 1.540(8) . ? C34 C35 1.500(7) . ? C35 C36 1.494(8) . ? C38 C39 1.473(8) . ? C39 C40 1.531(8) . ? C42 C43 1.624(9) . ? C43 C44 1.406(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 C6 O1 C30 116.0(4) . . ? C2 C1 C6 117.8(5) . . ? C2 C1 C28 123.0(4) . . ? C6 C1 C28 119.0(4) . . ? C13 O2 C34 113.3(3) . . ? C1 C2 C3 120.4(5) . . ? C20 O3 C38 115.4(4) . . ? C4 C3 C2 120.2(4) . . ? C4 C3 C29 114.5(6) . . ? C2 C3 C29 125.2(5) . . ? C27 O4 C42 115.1(4) . . ? C5 C4 C3 121.0(5) . . ? C4 C5 C6 117.7(5) . . ? C4 C5 C7 121.8(5) . . ? C6 C5 C7 120.1(4) . . ? O1 C6 C5 120.3(4) . . ? O1 C6 C1 117.0(4) . . ? C5 C6 C1 122.4(4) . . ? C5 C7 C8 109.9(4) . . ? C9 C8 C13 118.2(4) . . ? C9 C8 C7 120.1(5) . . ? C13 C8 C7 121.7(5) . . ? C8 C9 C10 121.1(5) . . ? C11 C10 C9 119.3(5) . . ? C11 C10 C33 119.8(5) . . ? C9 C10 C33 120.8(5) . . ? C10 C11 C12 121.8(5) . . ? C11 C12 C13 117.5(4) . . ? C11 C12 C14 120.6(4) . . ? C13 C12 C14 121.8(4) . . ? O2 C13 C12 118.8(4) . . ? O2 C13 C8 119.0(4) . . ? C12 C13 C8 122.0(4) . . ? C15 C14 C12 110.4(4) . . ? C16 C15 C20 117.7(5) . . ? C16 C15 C14 123.2(4) . . ? C20 C15 C14 119.0(4) . . ? C17 C16 C15 121.2(5) . . ? C16 C17 C18 119.7(4) . . ? C16 C17 C37 115.0(5) . . ? C18 C17 C37 125.3(5) . . ? C19 C18 C17 120.9(5) . . ? C18 C19 C20 117.4(4) . . ? C18 C19 C21 122.7(4) . . ? C20 C19 C21 119.7(4) . . ? O3 C20 C15 118.1(4) . . ? O3 C20 C19 119.5(4) . . ? C15 C20 C19 122.1(4) . . ? C22 C21 C19 110.8(4) . . ? C23 C22 C27 117.8(5) . . ? C23 C22 C21 121.1(4) . . ? C27 C22 C21 121.1(5) . . ? C22 C23 C24 121.3(5) . . ? C23 C24 C25 119.6(5) . . ? C23 C24 C41 122.4(5) . . ? C25 C24 C41 118.0(5) . . ? C26 C25 C24 121.2(5) . . ? C25 C26 C27 118.1(4) . . ? C25 C26 C28 119.5(5) . . ? C27 C26 C28 122.3(5) . . ? O4 C27 C26 119.5(4) . . ? O4 C27 C22 118.5(4) . . ? C26 C27 C22 121.9(5) . . ? C1 C28 C26 110.1(4) . . ? O5 C29 C3 121.0(8) . . ? C31 C30 O1 117.3(5) . . ? C30 C31 C32 111.9(5) . . ? O6 C33 C10 124.5(5) . . ? O2 C34 C35 108.3(4) . . ? C36 C35 C34 114.4(5) . . ? O7 C37 C17 120.1(7) . . ? O3 C38 C39 111.9(5) . . ? C38 C39 C40 110.5(5) . . ? O8 C41 C24 125.8(5) . . ? O4 C42 C43 104.8(4) . . ? C44 C43 C42 116.4(6) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 20.86 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.731 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.056 # Attachment '7.CIF' data_FormylButCalix4 _database_code_depnum_ccdc_archive 'CCDC 741009' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Formyl OBut C4 Cone' _chemical_melting_point ? _chemical_formula_moiety 'C48 H56 O8' _chemical_formula_sum 'C48 H56 O8' _chemical_formula_weight 760.93 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' 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.2378(16) _cell_length_b 16.961(2) _cell_length_c 17.5080(18) _cell_angle_alpha 90.00 _cell_angle_beta 98.274(4) _cell_angle_gamma 90.00 _cell_volume 4184.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used . _cell_measurement_theta_min . _cell_measurement_theta_max . _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.208 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9683 _exptl_absorpt_correction_T_max 0.9919 _exptl_absorpt_process_details Bruker-SADABS _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius X8 Apex 2' _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_% ? _diffrn_reflns_number 20848 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 20.73 _reflns_number_total 4279 _reflns_number_gt 3442 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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. A number of restraints were applied due to disorder in one of the formyl groups. ; _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^)+(0.0906P)^2^+5.2526P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4279 _refine_ls_number_parameters 527 _refine_ls_number_restraints 49 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1653 _refine_ls_wR_factor_gt 0.1529 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.58415(17) 0.89472(14) 0.42430(13) 0.0271(7) Uani 1 1 d . . . C1 C 0.4872(3) 0.8862(2) 0.40330(19) 0.0221(9) Uani 1 1 d . . . O2 O 0.56090(16) 0.88782(13) 0.23499(13) 0.0227(6) Uani 1 1 d . . . C2 C 0.4429(3) 0.8202(2) 0.43012(19) 0.0230(9) Uani 1 1 d . . . O3 O 0.57523(17) 0.71030(14) 0.15041(13) 0.0262(7) Uani 1 1 d . . . C3 C 0.3451(3) 0.8132(2) 0.4090(2) 0.0277(10) Uani 1 1 d . . . H3 H 0.3130 0.7692 0.4266 0.033 Uiso 1 1 calc R . . O4 O 0.55229(16) 0.72251(13) 0.33337(13) 0.0226(6) Uani 1 1 d . . . C4 C 0.2934(3) 0.8694(2) 0.3625(2) 0.0278(10) Uani 1 1 d . . . O5 O 0.1390(2) 0.90944(19) 0.30628(19) 0.0563(9) Uani 1 1 d . . . C5 C 0.3413(3) 0.9328(2) 0.3349(2) 0.0263(10) Uani 1 1 d . . . H5 H 0.3065 0.9704 0.3019 0.032 Uiso 1 1 calc R . . O6 O 0.3068(8) 1.1676(10) 0.0817(10) 0.074(5) Uani 0.20 1 d PDU A 1 C6 C 0.4379(3) 0.9422(2) 0.3543(2) 0.0233(9) Uani 1 1 d . . . O7 O 0.3020(2) 1.1179(2) 0.0037(2) 0.0444(10) Uani 0.80 1 d PDU B 2 C7 C 0.4878(3) 1.0103(2) 0.3219(2) 0.0276(10) Uani 1 1 d . . . H7A H 0.5567 1.0075 0.3408 0.033 Uiso 1 1 calc R . . H7B H 0.4635 1.0606 0.3399 0.033 Uiso 1 1 calc R . . O8 O 0.1335(2) 0.70193(18) 0.17997(18) 0.0494(8) Uani 1 1 d . . . C8 C 0.4718(2) 1.0080(2) 0.2345(2) 0.0243(9) Uani 1 1 d D . . O9 O 0.3329(2) 0.4249(2) 0.4435(2) 0.0651(10) Uani 1 1 d . . . C9 C 0.4171(2) 1.0645(2) 0.1916(2) 0.0280(10) Uani 1 1 d D . . H9 H 0.3980 1.1103 0.2167 0.034 Uiso 1 1 calc R . . C10 C 0.38968(19) 1.0555(2) 0.1127(2) 0.0278(10) Uani 1 1 d D . . C11 C 0.4165(2) 0.9877(2) 0.0762(2) 0.0258(10) Uani 1 1 d D . . H11 H 0.3966 0.9811 0.0225 0.031 Uiso 1 1 calc R . . C12 C 0.4714(2) 0.9300(2) 0.1164(2) 0.0213(9) Uani 1 1 d D . . C13 C 0.5023(2) 0.9434(2) 0.1953(2) 0.0208(9) Uani 1 1 d D . . C14 C 0.4894(3) 0.8506(2) 0.0823(2) 0.0237(9) Uani 1 1 d . . . H14A H 0.5581 0.8386 0.0922 0.028 Uiso 1 1 calc R . . H14B H 0.4698 0.8521 0.0257 0.028 Uiso 1 1 calc R . . C15 C 0.4344(3) 0.7867(2) 0.11733(18) 0.0199(9) Uani 1 1 d . . . C16 C 0.3383(3) 0.7951(2) 0.1201(2) 0.0239(9) Uani 1 1 d . . . H16 H 0.3061 0.8399 0.0967 0.029 Uiso 1 1 calc R . . C17 C 0.2876(3) 0.7398(2) 0.1564(2) 0.0244(9) Uani 1 1 d . . . C18 C 0.3354(3) 0.6749(2) 0.1927(2) 0.0249(10) Uani 1 1 d . . . H18 H 0.3013 0.6376 0.2185 0.030 Uiso 1 1 calc R . . C19 C 0.4309(3) 0.6640(2) 0.1918(2) 0.0232(9) Uani 1 1 d . . . C20 C 0.4790(3) 0.7196(2) 0.15191(19) 0.0224(9) Uani 1 1 d . . . C21 C 0.4818(3) 0.5946(2) 0.2345(2) 0.0282(10) Uani 1 1 d . . . H21A H 0.4545 0.5447 0.2119 0.034 Uiso 1 1 calc R . . H21B H 0.5499 0.5959 0.2284 0.034 Uiso 1 1 calc R . . C22 C 0.4721(3) 0.5977(2) 0.3193(2) 0.0254(10) Uani 1 1 d . . . C23 C 0.4242(3) 0.5390(2) 0.3546(2) 0.0316(10) Uani 1 1 d . . . H23 H 0.4038 0.4926 0.3265 0.038 Uiso 1 1 calc R . . C24 C 0.4060(3) 0.5476(2) 0.4300(2) 0.0308(10) Uani 1 1 d . . . C25 C 0.4312(3) 0.6166(2) 0.4701(2) 0.0315(10) Uani 1 1 d . . . H25 H 0.4156 0.6229 0.5207 0.038 Uiso 1 1 calc R . . C26 C 0.4784(3) 0.6765(2) 0.4379(2) 0.0247(9) Uani 1 1 d . . . C27 C 0.5032(2) 0.6637(2) 0.3641(2) 0.0218(9) Uani 1 1 d . . . C28 C 0.4988(3) 0.7553(2) 0.4763(2) 0.0270(10) Uani 1 1 d . . . H28A H 0.5676 0.7667 0.4807 0.032 Uiso 1 1 calc R . . H28B H 0.4814 0.7536 0.5291 0.032 Uiso 1 1 calc R . . C29 C 0.6486(3) 0.7047(2) 0.3269(2) 0.0284(10) Uani 1 1 d . . . H29A H 0.6690 0.7378 0.2857 0.034 Uiso 1 1 calc R . . H29B H 0.6530 0.6489 0.3113 0.034 Uiso 1 1 calc R . . C30 C 0.7150(3) 0.7181(2) 0.4001(2) 0.0301(10) Uani 1 1 d . . . H30A H 0.6962 0.6837 0.4410 0.036 Uiso 1 1 calc R . . H30B H 0.7096 0.7735 0.4166 0.036 Uiso 1 1 calc R . . C31 C 0.8185(3) 0.7009(2) 0.3910(2) 0.0366(11) Uani 1 1 d . . . H31A H 0.8364 0.7340 0.3488 0.044 Uiso 1 1 calc R . . H31B H 0.8597 0.7161 0.4392 0.044 Uiso 1 1 calc R . . C32 C 0.8366(3) 0.6152(3) 0.3736(3) 0.0463(12) Uani 1 1 d . . . H32A H 0.8117 0.5816 0.4115 0.069 Uiso 1 1 calc R . . H32B H 0.9051 0.6064 0.3763 0.069 Uiso 1 1 calc R . . H32C H 0.8049 0.6022 0.3217 0.069 Uiso 1 1 calc R . . C33 C 0.5982(3) 0.6717(2) 0.0820(2) 0.0311(10) Uani 1 1 d . . . H33A H 0.5582 0.6929 0.0356 0.037 Uiso 1 1 calc R . . H33B H 0.5863 0.6144 0.0848 0.037 Uiso 1 1 calc R . . C34 C 0.7002(3) 0.6865(2) 0.0773(2) 0.0314(10) Uani 1 1 d . . . H34A H 0.7093 0.7438 0.0701 0.038 Uiso 1 1 calc R . . H34B H 0.7170 0.6593 0.0311 0.038 Uiso 1 1 calc R . . C35 C 0.7681(3) 0.6596(2) 0.1473(2) 0.0326(10) Uani 1 1 d . . . H35A H 0.7499 0.6847 0.1940 0.039 Uiso 1 1 calc R . . H35B H 0.7621 0.6018 0.1530 0.039 Uiso 1 1 calc R . . C36 C 0.8706(3) 0.6794(3) 0.1419(3) 0.0479(12) Uani 1 1 d . . . H36A H 0.8904 0.6521 0.0976 0.072 Uiso 1 1 calc R . . H36B H 0.9108 0.6626 0.1893 0.072 Uiso 1 1 calc R . . H36C H 0.8770 0.7365 0.1354 0.072 Uiso 1 1 calc R . . C37 C 0.6580(3) 0.9127(2) 0.2572(2) 0.0322(10) Uani 1 1 d . . . H37A H 0.6860 0.8824 0.3032 0.039 Uiso 1 1 calc R . . H37B H 0.6586 0.9692 0.2718 0.039 Uiso 1 1 calc R . . C38 C 0.7177(3) 0.9017(3) 0.1948(3) 0.0410(11) Uani 1 1 d . . . H38A H 0.6878 0.9300 0.1481 0.049 Uiso 1 1 calc R . . H38B H 0.7191 0.8449 0.1819 0.049 Uiso 1 1 calc R . . C39 C 0.8196(4) 0.9310(3) 0.2161(4) 0.0749(18) Uani 1 1 d . . . H39A H 0.8491 0.9330 0.1682 0.090 Uiso 1 1 calc R . . H39B H 0.8171 0.9858 0.2352 0.090 Uiso 1 1 calc R . . C40 C 0.8779(5) 0.8891(4) 0.2694(4) 0.094(2) Uani 1 1 d . . . H40A H 0.8565 0.8944 0.3199 0.141 Uiso 1 1 calc R . . H40B H 0.9429 0.9092 0.2725 0.141 Uiso 1 1 calc R . . H40C H 0.8765 0.8334 0.2544 0.141 Uiso 1 1 calc R . . C41 C 0.6096(3) 0.9308(2) 0.4994(2) 0.0362(11) Uani 1 1 d . . . H41A H 0.5739 0.9056 0.5373 0.043 Uiso 1 1 calc R . . H41B H 0.5933 0.9876 0.4966 0.043 Uiso 1 1 calc R . . C42 C 0.7138(3) 0.9208(2) 0.5241(2) 0.0333(10) Uani 1 1 d . . . H42A H 0.7289 0.8638 0.5248 0.040 Uiso 1 1 calc R . . H42B H 0.7300 0.9408 0.5775 0.040 Uiso 1 1 calc R . . C43 C 0.7750(3) 0.9618(3) 0.4738(3) 0.0454(12) Uani 1 1 d . . . H43A H 0.7624 1.0192 0.4747 0.054 Uiso 1 1 calc R . . H43B H 0.7577 0.9434 0.4200 0.054 Uiso 1 1 calc R . . C44 C 0.8804(3) 0.9473(3) 0.4993(3) 0.0647(15) Uani 1 1 d . . . H44A H 0.8998 0.9720 0.5497 0.097 Uiso 1 1 calc R . . H44B H 0.9168 0.9701 0.4613 0.097 Uiso 1 1 calc R . . H44C H 0.8923 0.8904 0.5033 0.097 Uiso 1 1 calc R . . C45 C 0.1906(3) 0.8618(3) 0.3427(2) 0.0387(11) Uani 1 1 d . . . H45 H 0.1620 0.8157 0.3598 0.046 Uiso 1 1 calc R . . C46 C 0.3327(3) 1.1184(3) 0.0715(4) 0.0368(17) Uani 0.80 1 d PDU B 2 H46 H 0.3189 1.1632 0.1006 0.044 Uiso 0.80 1 calc PR B 2 C47 C 0.1855(3) 0.7496(3) 0.1556(2) 0.0352(11) Uani 1 1 d . B . H47 H 0.1575 0.7971 0.1343 0.042 Uiso 1 1 calc R . . C48 C 0.3571(3) 0.4860(3) 0.4711(3) 0.0523(14) Uani 1 1 d . B . H48 H 0.3452 0.4969 0.5221 0.063 Uiso 1 1 calc R . . C46A C 0.3332(6) 1.1068(10) 0.0570(12) 0.042(5) Uani 0.20 1 d PDU A 1 H46A H 0.3181 1.0927 0.0041 0.050 Uiso 0.20 1 calc PR A 1 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 O1 0.0281(17) 0.0324(15) 0.0199(14) -0.0086(12) 0.0006(11) 0.0009(12) C1 0.021(2) 0.030(2) 0.016(2) -0.0105(19) 0.0047(17) 0.0010(19) O2 0.0239(15) 0.0205(14) 0.0226(14) -0.0007(11) -0.0002(11) -0.0004(12) C2 0.025(2) 0.030(2) 0.015(2) -0.0053(17) 0.0057(17) 0.0046(19) O3 0.0258(17) 0.0317(15) 0.0210(14) -0.0081(12) 0.0026(11) 0.0034(12) C3 0.033(3) 0.029(2) 0.023(2) -0.0010(19) 0.0093(19) 0.0014(19) O4 0.0256(16) 0.0220(15) 0.0209(14) 0.0002(11) 0.0053(11) -0.0023(12) C4 0.029(2) 0.028(2) 0.026(2) -0.0005(19) 0.0038(19) 0.007(2) O5 0.0337(19) 0.058(2) 0.075(2) 0.0227(19) -0.0025(17) 0.0075(17) C5 0.033(3) 0.022(2) 0.023(2) -0.0028(18) 0.0018(19) 0.0077(19) O6 0.080(9) 0.076(9) 0.058(9) -0.020(8) -0.014(8) 0.051(8) C6 0.030(3) 0.022(2) 0.017(2) -0.0073(18) 0.0032(18) 0.0040(18) O7 0.041(2) 0.052(2) 0.040(2) 0.018(2) 0.0042(19) 0.0063(19) C7 0.032(2) 0.022(2) 0.028(2) -0.0065(18) 0.0015(18) 0.0001(18) O8 0.0317(18) 0.053(2) 0.064(2) 0.0236(17) 0.0067(15) -0.0067(16) C8 0.026(2) 0.020(2) 0.026(2) -0.0016(19) 0.0013(18) -0.0007(19) O9 0.056(2) 0.069(3) 0.068(2) 0.009(2) 0.0016(18) -0.0058(19) C9 0.027(2) 0.020(2) 0.037(3) -0.0026(19) 0.0070(19) -0.0016(18) C10 0.025(2) 0.025(2) 0.032(3) 0.006(2) 0.0007(19) -0.0011(19) C11 0.024(2) 0.034(3) 0.019(2) 0.003(2) 0.0040(17) -0.006(2) C12 0.020(2) 0.024(2) 0.020(2) 0.0014(18) 0.0052(17) -0.0051(17) C13 0.019(2) 0.018(2) 0.025(2) 0.0038(18) 0.0025(17) -0.0044(17) C14 0.025(2) 0.031(2) 0.015(2) -0.0009(17) 0.0010(16) -0.0015(18) C15 0.023(2) 0.024(2) 0.013(2) -0.0067(17) 0.0010(16) -0.0008(18) C16 0.027(3) 0.020(2) 0.022(2) -0.0013(17) -0.0019(18) -0.0008(18) C17 0.024(2) 0.024(2) 0.024(2) -0.0019(18) -0.0021(18) -0.0055(19) C18 0.028(3) 0.022(2) 0.024(2) -0.0010(18) 0.0012(18) -0.0070(18) C19 0.030(3) 0.018(2) 0.019(2) -0.0048(17) -0.0022(18) -0.0036(18) C20 0.021(2) 0.030(2) 0.015(2) -0.0124(18) -0.0017(17) 0.0017(19) C21 0.035(2) 0.020(2) 0.028(2) -0.0050(18) -0.0011(18) -0.0022(18) C22 0.025(2) 0.020(2) 0.029(2) 0.0048(19) -0.0006(18) 0.0024(18) C23 0.026(2) 0.024(2) 0.043(3) 0.001(2) -0.001(2) 0.0044(19) C24 0.028(2) 0.025(3) 0.042(3) 0.014(2) 0.0109(19) -0.0023(19) C25 0.031(2) 0.034(3) 0.030(2) 0.009(2) 0.0088(19) 0.009(2) C26 0.023(2) 0.029(2) 0.022(2) 0.0067(19) 0.0010(17) 0.0072(18) C27 0.019(2) 0.022(2) 0.023(2) 0.0046(19) -0.0012(17) 0.0020(18) C28 0.032(2) 0.032(2) 0.017(2) 0.0005(18) 0.0064(17) 0.0064(19) C29 0.029(3) 0.026(2) 0.032(2) -0.0034(18) 0.0081(19) -0.0007(18) C30 0.035(3) 0.027(2) 0.027(2) -0.0021(18) 0.0034(19) 0.0047(18) C31 0.032(3) 0.048(3) 0.028(2) 0.000(2) -0.0025(19) 0.004(2) C32 0.041(3) 0.058(3) 0.039(3) 0.001(2) 0.001(2) 0.015(2) C33 0.040(3) 0.033(2) 0.021(2) -0.0099(19) 0.0078(18) 0.0039(19) C34 0.042(3) 0.029(2) 0.025(2) -0.0015(18) 0.0133(19) 0.0043(19) C35 0.035(3) 0.031(2) 0.034(2) 0.0020(19) 0.014(2) 0.0065(19) C36 0.039(3) 0.055(3) 0.053(3) 0.006(2) 0.018(2) 0.010(2) C37 0.030(3) 0.027(2) 0.037(2) -0.0002(19) -0.002(2) 0.0031(19) C38 0.032(3) 0.033(3) 0.058(3) -0.007(2) 0.005(2) 0.000(2) C39 0.040(3) 0.050(3) 0.128(5) -0.020(4) -0.011(3) -0.001(3) C40 0.089(5) 0.084(5) 0.107(5) 0.005(4) 0.007(4) -0.018(4) C41 0.039(3) 0.041(3) 0.026(2) -0.016(2) -0.0040(19) 0.005(2) C42 0.038(3) 0.032(2) 0.027(2) -0.0078(19) -0.004(2) 0.007(2) C43 0.045(3) 0.036(3) 0.049(3) 0.008(2) -0.014(2) -0.008(2) C44 0.039(3) 0.083(4) 0.066(3) 0.026(3) -0.012(3) -0.019(3) C45 0.032(3) 0.039(3) 0.045(3) 0.009(2) 0.003(2) 0.004(2) C46 0.032(3) 0.035(4) 0.043(3) -0.006(3) 0.002(3) 0.006(3) C47 0.033(3) 0.033(3) 0.039(3) 0.011(2) 0.003(2) -0.005(2) C48 0.055(3) 0.022(3) 0.071(4) -0.008(3) -0.019(3) 0.007(2) C46A 0.047(8) 0.032(8) 0.044(9) -0.002(8) -0.002(8) -0.002(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 O1 C1 1.384(4) . ? O1 C41 1.448(4) . ? C1 C6 1.399(5) . ? C1 C2 1.398(5) . ? O2 C13 1.378(4) . ? O2 C37 1.444(4) . ? C2 C3 1.394(5) . ? C2 C28 1.522(5) . ? O3 C20 1.383(4) . ? O3 C33 1.443(4) . ? C3 C4 1.392(5) . ? O4 C27 1.371(4) . ? O4 C29 1.425(4) . ? C4 C5 1.397(5) . ? C4 C45 1.459(6) . ? O5 C45 1.211(5) . ? C5 C6 1.377(5) . ? O6 C46A 1.200(11) . ? C6 C7 1.510(5) . ? O7 C46 1.205(6) . ? C7 C8 1.514(5) . ? O8 C47 1.214(5) . ? C8 C9 1.386(5) . ? C8 C13 1.395(5) . ? O9 C48 1.174(5) . ? C9 C10 1.389(5) . ? C10 C11 1.395(5) . ? C10 C46A 1.459(11) . ? C10 C46 1.466(6) . ? C11 C12 1.381(5) . ? C12 C13 1.406(5) . ? C12 C14 1.510(5) . ? C14 C15 1.519(5) . ? C15 C16 1.383(5) . ? C15 C20 1.398(5) . ? C16 C17 1.393(5) . ? C17 C18 1.398(5) . ? C17 C47 1.461(6) . ? C18 C19 1.375(5) . ? C19 C20 1.408(5) . ? C19 C21 1.520(5) . ? C21 C22 1.512(5) . ? C22 C23 1.400(5) . ? C22 C27 1.402(5) . ? C23 C24 1.390(6) . ? C24 C25 1.384(6) . ? C24 C48 1.495(6) . ? C25 C26 1.383(5) . ? C26 C27 1.405(5) . ? C26 C28 1.505(5) . ? C29 C30 1.495(5) . ? C30 C31 1.532(6) . ? C31 C32 1.515(6) . ? C33 C34 1.488(6) . ? C34 C35 1.517(5) . ? C35 C36 1.514(6) . ? C37 C38 1.489(6) . ? C38 C39 1.529(6) . ? C39 C40 1.358(8) . ? C41 C42 1.495(6) . ? C42 C43 1.496(6) . ? C43 C44 1.523(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 C1 O1 C41 113.3(3) . . ? O1 C1 C6 119.0(3) . . ? O1 C1 C2 118.4(3) . . ? C6 C1 C2 122.5(3) . . ? C13 O2 C37 115.0(3) . . ? C3 C2 C1 117.4(3) . . ? C3 C2 C28 120.4(3) . . ? C1 C2 C28 122.1(3) . . ? C20 O3 C33 114.2(3) . . ? C4 C3 C2 121.5(4) . . ? C27 O4 C29 115.4(3) . . ? C3 C4 C5 119.0(4) . . ? C3 C4 C45 120.4(4) . . ? C5 C4 C45 120.6(3) . . ? C6 C5 C4 121.5(3) . . ? C5 C6 C1 118.0(3) . . ? C5 C6 C7 120.2(3) . . ? C1 C6 C7 121.9(3) . . ? C6 C7 C8 110.5(3) . . ? C9 C8 C13 117.9(3) . . ? C9 C8 C7 121.4(3) . . ? C13 C8 C7 120.3(3) . . ? C8 C9 C10 121.2(3) . . ? C9 C10 C11 119.3(3) . . ? C9 C10 C46A 130.4(10) . . ? C11 C10 C46A 110.3(10) . . ? C9 C10 C46 117.8(4) . . ? C11 C10 C46 122.9(4) . . ? C46A C10 C46 12.7(10) . . ? C12 C11 C10 121.5(3) . . ? C11 C12 C13 117.4(3) . . ? C11 C12 C14 123.1(3) . . ? C13 C12 C14 119.1(3) . . ? O2 C13 C8 119.9(3) . . ? O2 C13 C12 117.7(3) . . ? C8 C13 C12 122.3(3) . . ? C12 C14 C15 110.5(3) . . ? C16 C15 C20 117.3(3) . . ? C16 C15 C14 120.7(3) . . ? C20 C15 C14 121.9(3) . . ? C15 C16 C17 121.8(3) . . ? C16 C17 C18 119.1(3) . . ? C16 C17 C47 119.9(3) . . ? C18 C17 C47 120.9(3) . . ? C19 C18 C17 121.3(3) . . ? C18 C19 C20 117.9(3) . . ? C18 C19 C21 120.1(3) . . ? C20 C19 C21 122.1(3) . . ? O3 C20 C15 118.3(3) . . ? O3 C20 C19 119.1(3) . . ? C15 C20 C19 122.5(3) . . ? C22 C21 C19 110.6(3) . . ? C23 C22 C27 117.1(3) . . ? C23 C22 C21 121.9(3) . . ? C27 C22 C21 120.7(3) . . ? C24 C23 C22 121.0(4) . . ? C25 C24 C23 120.0(3) . . ? C25 C24 C48 116.8(4) . . ? C23 C24 C48 123.2(4) . . ? C26 C25 C24 121.4(4) . . ? C25 C26 C27 117.6(3) . . ? C25 C26 C28 123.0(3) . . ? C27 C26 C28 119.4(3) . . ? O4 C27 C22 120.0(3) . . ? O4 C27 C26 117.2(3) . . ? C22 C27 C26 122.5(3) . . ? C26 C28 C2 110.7(3) . . ? O4 C29 C30 113.4(3) . . ? C29 C30 C31 112.4(3) . . ? C32 C31 C30 113.4(4) . . ? O3 C33 C34 108.0(3) . . ? C33 C34 C35 114.7(3) . . ? C36 C35 C34 113.0(3) . . ? O2 C37 C38 113.0(3) . . ? C37 C38 C39 113.7(4) . . ? C40 C39 C38 117.5(5) . . ? O1 C41 C42 108.8(3) . . ? C41 C42 C43 114.5(3) . . ? C42 C43 C44 112.6(4) . . ? O5 C45 C4 125.3(4) . . ? O7 C46 C10 125.1(6) . . ? O8 C47 C17 125.1(4) . . ? O9 C48 C24 123.2(5) . . ? O6 C46A C10 116.3(19) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 20.73 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.197 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.054 # Attachment '8Py.CIF' data_8Py _database_code_depnum_ccdc_archive 'CCDC 741010' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 8Py _chemical_melting_point ? _chemical_formula_moiety '2(C44 H48 O12), 9(C5 H5 N)' _chemical_formula_sum 'C133 H141 N9 O24' _chemical_formula_weight 2249.55 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' O O 0.0106 0.0060 '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' _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 12.2237(6) _cell_length_b 22.4428(11) _cell_length_c 24.2799(12) _cell_angle_alpha 64.188(3) _cell_angle_beta 89.399(3) _cell_angle_gamma 88.268(3) _cell_volume 5993.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used . _cell_measurement_theta_min . _cell_measurement_theta_max . _exptl_crystal_description Needle _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2388 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6010 _exptl_absorpt_correction_T_max 0.7447 _exptl_absorpt_process_details 'SADABS 2004 Bruker AXS, Manison, WI' _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Advanced Light Source station 11.3.1' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Bruker Apex II CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30229 _diffrn_reflns_av_R_equivalents 0.0996 _diffrn_reflns_av_sigmaI/netI 0.1212 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 19.84 _reflns_number_total 10894 _reflns_number_gt 5866 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex 2' _computing_cell_refinement 'Bruker SAINTv7.34a' _computing_data_reduction 'Bruker SAINTv7.34a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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. A number of restraints were applied to a disordered O-propyl chain on one of the calixarenes. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10894 _refine_ls_number_parameters 1531 _refine_ls_number_restraints 70 _refine_ls_R_factor_all 0.1315 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1378 _refine_ls_wR_factor_gt 0.1119 _refine_ls_goodness_of_fit_ref 0.925 _refine_ls_restrained_S_all 0.925 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 0.8348(4) 0.6074(2) 0.83479(19) 0.0446(12) Uani 1 1 d . . . C1 C 1.1077(5) 0.8206(3) 0.9276(2) 0.0298(16) Uani 1 1 d . . . O8 O 0.9970(4) 0.58179(19) 0.88160(16) 0.0391(11) Uani 1 1 d . . . H8O H 1.0128 0.5737 0.8517 0.047 Uiso 1 1 calc R . . C2 C 1.1326(5) 0.7987(3) 0.8842(3) 0.0318(16) Uani 1 1 d . . . H2 H 1.1979 0.7729 0.8889 0.038 Uiso 1 1 calc R . . O2 O 1.0333(4) 0.7939(2) 0.7462(2) 0.0622(14) Uani 1 1 d . . . C3 C 1.0667(5) 0.8126(3) 0.8339(3) 0.0351(17) Uani 1 1 d . . . O1 O 1.2001(4) 0.7756(2) 0.78575(18) 0.0614(14) Uani 1 1 d . . . H1O H 1.2122 0.7643 0.7575 0.074 Uiso 1 1 calc R . . C4 C 0.9694(5) 0.8484(3) 0.8281(3) 0.0327(16) Uani 1 1 d . . . H4 H 0.9210 0.8552 0.7954 0.039 Uiso 1 1 calc R . . O10 O 1.3471(3) 0.51013(19) 1.07606(15) 0.0320(10) Uani 1 1 d . . . H10O H 1.4066 0.4901 1.0767 0.038 Uiso 1 1 calc R . . C5 C 0.9412(5) 0.8746(3) 0.8688(3) 0.0286(16) Uani 1 1 d . . . O11 O 1.4502(4) 0.59903(19) 1.03218(18) 0.0395(11) Uani 1 1 d . . . C6 C 1.0137(5) 0.8616(3) 0.9179(2) 0.0282(16) Uani 1 1 d . . . O3 O 0.9905(3) 0.88820(17) 0.95886(16) 0.0317(10) Uani 1 1 d . . . C7 C 1.0956(7) 0.7925(3) 0.7853(3) 0.0422(18) Uani 1 1 d . . . O12 O 0.9901(3) 0.73028(17) 1.04469(15) 0.0290(10) Uani 1 1 d . . . C8 C 1.0136(5) 0.9578(3) 0.9342(3) 0.0380(17) Uani 1 1 d . . . H8A H 0.9724 0.9776 0.9578 0.046 Uiso 1 1 calc R . . H8B H 0.9875 0.9802 0.8913 0.046 Uiso 1 1 calc R . . O6 O 0.7502(3) 0.80985(18) 0.96405(17) 0.0352(10) Uani 1 1 d . . . C9 C 1.1327(5) 0.9702(3) 0.9359(3) 0.0428(18) Uani 1 1 d . . . H9A H 1.1752 0.9473 0.9156 0.051 Uiso 1 1 calc R . . H9B H 1.1576 0.9522 0.9790 0.051 Uiso 1 1 calc R . . O9 O 0.7455(3) 0.65815(17) 1.07081(16) 0.0289(10) Uani 1 1 d . . . C10 C 1.1529(6) 1.0443(3) 0.9038(3) 0.057(2) Uani 1 1 d . . . H10A H 1.1288 1.0619 0.8611 0.086 Uiso 1 1 calc R . . H10B H 1.2312 1.0517 0.9051 0.086 Uiso 1 1 calc R . . H10C H 1.1116 1.0668 0.9244 0.086 Uiso 1 1 calc R . . O5 O 0.4757(4) 0.8328(2) 0.73433(18) 0.0558(13) Uani 1 1 d . . . C11 C 0.8357(4) 0.9149(3) 0.8604(2) 0.0295(15) Uani 1 1 d . . . H11A H 0.8258 0.9265 0.8951 0.035 Uiso 1 1 calc R . . H11B H 0.8395 0.9565 0.8223 0.035 Uiso 1 1 calc R . . O4 O 0.5605(4) 0.9291(2) 0.69770(19) 0.0560(13) Uani 1 1 d . . . H4O H 0.5233 0.9367 0.6663 0.067 Uiso 1 1 calc R . . C12 C 0.7398(5) 0.8757(3) 0.8571(3) 0.0287(15) Uani 1 1 d . . . O16 O -0.0307(4) 0.8293(2) 0.49775(19) 0.0527(13) Uani 1 1 d . . . C13 C 0.6856(5) 0.8909(3) 0.8026(3) 0.0356(17) Uani 1 1 d . . . H13 H 0.7055 0.9292 0.7672 0.043 Uiso 1 1 calc R . . O17 O 0.0916(3) 0.9078(2) 0.48045(18) 0.0480(12) Uani 1 1 d . . . H17O H 0.0558 0.9136 0.5075 0.058 Uiso 1 1 calc R . . C14 C 0.6037(5) 0.8521(3) 0.7978(3) 0.0332(16) Uani 1 1 d . . . O14 O 0.3346(4) 0.6071(2) 0.57881(19) 0.0441(12) Uani 1 1 d . . . C15 C 0.5803(5) 0.7939(3) 0.8494(3) 0.0341(16) Uani 1 1 d . . . H15 H 0.5283 0.7649 0.8463 0.041 Uiso 1 1 calc R . . O19 O 0.5365(3) 0.8156(2) 0.51327(17) 0.0493(12) Uani 1 1 d . . . C16 C 0.6315(5) 0.7774(3) 0.9053(3) 0.0290(15) Uani 1 1 d . . . O13 O 0.4986(4) 0.58378(18) 0.55152(16) 0.0404(11) Uani 1 1 d . . . H13O H 0.5140 0.5760 0.5877 0.049 Uiso 1 1 calc R . . C17 C 0.7051(5) 0.8218(3) 0.9081(3) 0.0258(15) Uani 1 1 d . . . O20 O 0.6901(3) 0.7704(2) 0.49643(18) 0.0560(13) Uani 1 1 d . . . H20O H 0.7018 0.7620 0.5332 0.067 Uiso 1 1 calc R . . C18 C 0.5395(6) 0.8694(4) 0.7407(3) 0.0435(18) Uani 1 1 d . . . O23 O 0.8491(3) 0.51040(17) 0.41460(15) 0.0333(10) Uani 1 1 d . . . H23O H 0.9082 0.4902 0.4301 0.040 Uiso 1 1 calc R . . C19 C 0.6736(6) 0.8278(3) 1.0016(3) 0.0493(19) Uani 1 1 d . . . H19A H 0.6898 0.7999 1.0455 0.059 Uiso 1 1 calc R . . H19B H 0.5979 0.8192 0.9935 0.059 Uiso 1 1 calc R . . O22 O 0.9502(3) 0.59950(18) 0.39037(17) 0.0392(11) Uani 1 1 d . . . C20 C 0.6822(6) 0.9016(4) 0.9876(3) 0.064(2) Uani 1 1 d . . . H20A H 0.7579 0.9103 0.9958 0.077 Uiso 1 1 calc R . . H20B H 0.6659 0.9296 0.9438 0.077 Uiso 1 1 calc R . . O24 O 0.4920(3) 0.73076(18) 0.27214(14) 0.0335(10) Uani 1 1 d . . . C21 C 0.6025(7) 0.9197(4) 1.0269(4) 0.085(3) Uani 1 1 d . . . H21A H 0.5273 0.9150 1.0161 0.127 Uiso 1 1 calc R . . H21B H 0.6132 0.9656 1.0197 0.127 Uiso 1 1 calc R . . H21C H 0.6158 0.8901 1.0702 0.127 Uiso 1 1 calc R . . O15 O 0.2496(3) 0.65367(17) 0.30438(15) 0.0280(10) Uani 1 1 d . . . C22 C 0.6164(5) 0.7105(3) 0.9597(2) 0.0313(16) Uani 1 1 d . . . H22A H 0.5535 0.6883 0.9521 0.038 Uiso 1 1 calc R . . H22B H 0.6010 0.7168 0.9969 0.038 Uiso 1 1 calc R . . O18 O 0.2613(3) 0.80828(18) 0.28952(19) 0.0400(11) Uani 1 1 d . . . C23 C 0.7206(5) 0.6673(3) 0.9692(3) 0.0252(15) Uani 1 1 d . . . O21 O 0.4916(3) 0.88851(18) 0.23013(17) 0.0403(11) Uani 1 1 d . . . C24 C 0.7586(5) 0.6516(3) 0.9227(2) 0.0257(15) Uani 1 1 d . . . H24 H 0.7157 0.6645 0.8868 0.031 Uiso 1 1 calc R . . C25 C 0.8574(5) 0.6177(3) 0.9276(3) 0.0281(16) Uani 1 1 d . . . C26 C 0.9195(5) 0.5995(2) 0.9809(3) 0.0248(15) Uani 1 1 d . . . H26 H 0.9887 0.5777 0.9844 0.030 Uiso 1 1 calc R . . C27 C 0.8831(5) 0.6123(3) 1.0278(2) 0.0244(15) Uani 1 1 d . . . C28 C 0.7818(5) 0.6455(3) 1.0222(2) 0.0248(15) Uani 1 1 d . . . C29 C 0.8927(6) 0.6027(3) 0.8772(3) 0.0319(16) Uani 1 1 d . . . C30 C 0.6761(5) 0.6075(3) 1.1118(2) 0.0375(17) Uani 1 1 d . . . H30A H 0.7130 0.5635 1.1252 0.045 Uiso 1 1 calc R . . H30B H 0.6070 0.6075 1.0909 0.045 Uiso 1 1 calc R . . C31 C 0.6526(5) 0.6210(3) 1.1658(3) 0.0427(18) Uani 1 1 d . . . H31A H 0.5927 0.5925 1.1899 0.051 Uiso 1 1 calc R . . H31B H 0.6268 0.6677 1.1512 0.051 Uiso 1 1 calc R . . C32 C 0.7510(6) 0.6089(3) 1.2071(3) 0.053(2) Uani 1 1 d . . . H32A H 0.7714 0.5617 1.2258 0.080 Uiso 1 1 calc R . . H32B H 0.7329 0.6229 1.2392 0.080 Uiso 1 1 calc R . . H32C H 0.8125 0.6344 1.1829 0.080 Uiso 1 1 calc R . . C33 C 0.9568(5) 0.5931(3) 1.0842(2) 0.0281(15) Uani 1 1 d . . . H33A H 0.9217 0.6086 1.1128 0.034 Uiso 1 1 calc R . . H33B H 0.9657 0.5443 1.1057 0.034 Uiso 1 1 calc R . . C34 C 1.0667(5) 0.6231(3) 1.0662(2) 0.0231(15) Uani 1 1 d . . . C35 C 1.1607(5) 0.5858(3) 1.0676(2) 0.0289(16) Uani 1 1 d . . . H35 H 1.1557 0.5391 1.0834 0.035 Uiso 1 1 calc R . . C36 C 1.2613(5) 0.6141(3) 1.0469(2) 0.0258(15) Uani 1 1 d . . . C37 C 1.2666(5) 0.6831(3) 1.0206(2) 0.0259(15) Uani 1 1 d . . . H37 H 1.3338 0.7034 1.0038 0.031 Uiso 1 1 calc R . . C38 C 1.1767(5) 0.7223(3) 1.0187(2) 0.0279(15) Uani 1 1 d . . . C39 C 1.0788(5) 0.6922(3) 1.0439(2) 0.0271(15) Uani 1 1 d . . . C40 C 1.3622(6) 0.5752(3) 1.0502(2) 0.0292(16) Uani 1 1 d . . . C41 C 0.9830(7) 0.7358(4) 1.1014(3) 0.065(2) Uani 1 1 d . . . H41A H 0.9770 0.6909 1.1353 0.078 Uiso 1 1 calc R . . H41B H 1.0518 0.7544 1.1075 0.078 Uiso 1 1 calc R . . C42 C 0.8971(9) 0.7744(4) 1.1053(3) 0.104(3) Uani 1 1 d . . . H42A H 0.8282 0.7564 1.0985 0.125 Uiso 1 1 calc R . . H42B H 0.9038 0.8197 1.0721 0.125 Uiso 1 1 calc R . . C43 C 0.8896(7) 0.7784(3) 1.1672(3) 0.076(3) Uani 1 1 d . . . H43A H 0.8921 0.7336 1.2008 0.113 Uiso 1 1 calc R . . H43B H 0.8206 0.8010 1.1690 0.113 Uiso 1 1 calc R . . H43C H 0.9512 0.8033 1.1711 0.113 Uiso 1 1 calc R . . C44 C 1.1780(5) 0.7981(3) 0.9853(2) 0.0308(16) Uani 1 1 d . . . H44A H 1.2540 0.8129 0.9742 0.037 Uiso 1 1 calc R . . H44B H 1.1483 0.8176 1.0121 0.037 Uiso 1 1 calc R . . C45 C 0.3871(5) 0.6097(3) 0.3820(2) 0.0251(15) Uani 1 1 d . . . C46 C 0.4219(5) 0.5976(3) 0.4405(2) 0.0264(15) Uani 1 1 d . . . H46 H 0.4905 0.5756 0.4551 0.032 Uiso 1 1 calc R . . C47 C 0.3590(5) 0.6169(3) 0.4778(2) 0.0253(15) Uani 1 1 d . . . C48 C 0.2596(5) 0.6514(3) 0.4557(3) 0.0285(15) Uani 1 1 d . . . H48 H 0.2164 0.6650 0.4812 0.034 Uiso 1 1 calc R . . C49 C 0.2229(5) 0.6661(3) 0.3969(3) 0.0290(16) Uani 1 1 d . . . C50 C 0.2862(5) 0.6425(3) 0.3623(3) 0.0291(16) Uani 1 1 d . . . C51 C 0.3940(6) 0.6024(3) 0.5406(3) 0.0320(16) Uani 1 1 d . . . C52 C 0.1766(5) 0.6048(3) 0.3052(2) 0.0352(16) Uani 1 1 d . . . H52A H 0.1104 0.6049 0.3290 0.042 Uiso 1 1 calc R . . H52B H 0.2126 0.5604 0.3250 0.042 Uiso 1 1 calc R . . C53 C 0.1451(5) 0.6200(3) 0.2410(3) 0.0437(18) Uani 1 1 d . . . H53A H 0.0841 0.5915 0.2420 0.052 Uiso 1 1 calc R . . H53B H 0.1185 0.6666 0.2200 0.052 Uiso 1 1 calc R . . C54 C 0.2371(6) 0.6095(4) 0.2048(3) 0.064(2) Uani 1 1 d . . . H54A H 0.2980 0.6375 0.2035 0.096 Uiso 1 1 calc R . . H54B H 0.2119 0.6213 0.1630 0.096 Uiso 1 1 calc R . . H54C H 0.2616 0.5630 0.2241 0.096 Uiso 1 1 calc R . . C55 C 0.1202(5) 0.7089(3) 0.3715(3) 0.0324(16) Uani 1 1 d . . . H55A H 0.1066 0.7151 0.3292 0.039 Uiso 1 1 calc R . . H55B H 0.0563 0.6870 0.3969 0.039 Uiso 1 1 calc R . . C56 C 0.1348(5) 0.7757(3) 0.3719(3) 0.0303(16) Uani 1 1 d . . . C57 C 0.0821(5) 0.7906(3) 0.4154(3) 0.0329(16) Uani 1 1 d . . . H57 H 0.0286 0.7616 0.4410 0.040 Uiso 1 1 calc R . . C58 C 0.1063(5) 0.8475(3) 0.4223(3) 0.0368(17) Uani 1 1 d . . . C59 C 0.1866(5) 0.8878(3) 0.3860(3) 0.0370(17) Uani 1 1 d . . . H59 H 0.2053 0.9255 0.3918 0.044 Uiso 1 1 calc R . . C60 C 0.2407(5) 0.8759(3) 0.3417(3) 0.0348(17) Uani 1 1 d . . . C61 C 0.2087(5) 0.8214(3) 0.3340(3) 0.0347(17) Uani 1 1 d . . . C62 C 0.0469(6) 0.8607(4) 0.4701(3) 0.0407(18) Uani 1 1 d . . . C63 C 0.1959(7) 0.8207(4) 0.2357(3) 0.076(3) Uani 1 1 d . . . H63A H 0.1173 0.8179 0.2465 0.091 Uiso 1 1 calc R . . H63B H 0.2137 0.7865 0.2213 0.091 Uiso 1 1 calc R . . C64 C 0.2177(8) 0.8877(4) 0.1856(4) 0.100(3) Uani 1 1 d . . . H64A H 0.2973 0.8952 0.1827 0.120 Uiso 1 1 calc R . . H64B H 0.1811 0.9221 0.1951 0.120 Uiso 1 1 calc R . . C65 C 0.1755(7) 0.8932(4) 0.1252(3) 0.089(3) Uani 1 1 d . . . H65A H 0.2122 0.8593 0.1158 0.133 Uiso 1 1 calc R . . H65B H 0.1907 0.9372 0.0928 0.133 Uiso 1 1 calc R . . H65C H 0.0964 0.8866 0.1280 0.133 Uiso 1 1 calc R . . C66 C 0.3347(5) 0.9171(3) 0.3067(3) 0.0364(17) Uani 1 1 d . A . H66A H 0.3357 0.9584 0.3120 0.044 Uiso 1 1 calc R . . H66B H 0.3260 0.9293 0.2625 0.044 Uiso 1 1 calc R . . C67 C 0.4417(5) 0.8780(3) 0.3299(3) 0.0332(16) Uani 1 1 d . . . C68 C 0.4689(5) 0.8556(3) 0.3920(3) 0.0358(16) Uani 1 1 d . A . H68 H 0.4219 0.8661 0.4181 0.043 Uiso 1 1 calc R . . C69 C 0.5650(5) 0.8178(3) 0.4153(3) 0.0328(16) Uani 1 1 d . . . C70 C 0.6300(5) 0.7996(3) 0.3781(3) 0.0337(16) Uani 1 1 d . A . H70 H 0.6928 0.7717 0.3949 0.040 Uiso 1 1 calc R . . C71 C 0.6054(5) 0.8214(3) 0.3159(3) 0.0303(16) Uani 1 1 d . . . C72 C 0.5130(5) 0.8633(3) 0.2932(3) 0.0355(17) Uani 1 1 d . A . C73 C 0.5943(5) 0.8007(3) 0.4795(3) 0.0408(17) Uani 1 1 d . A . C74 C 0.5472(17) 0.9529(10) 0.2055(6) 0.052(4) Uani 0.50 1 d PDU A 2 H74A H 0.5320 0.9754 0.2320 0.062 Uiso 0.50 1 calc PR A 2 H74B H 0.6274 0.9455 0.2047 0.062 Uiso 0.50 1 calc PR A 2 C75 C 0.5063(12) 0.9945(7) 0.1429(6) 0.063(4) Uani 0.50 1 d PDU A 2 H75A H 0.4270 1.0036 0.1449 0.076 Uiso 0.50 1 calc PR A 2 H75B H 0.5159 0.9696 0.1181 0.076 Uiso 0.50 1 calc PR A 2 C76 C 0.565(3) 1.0611(13) 0.1107(9) 0.059(7) Uani 0.50 1 d PDU A 2 H76A H 0.6342 1.0584 0.1314 0.089 Uiso 0.50 1 calc PR A 2 H76B H 0.5181 1.0966 0.1122 0.089 Uiso 0.50 1 calc PR A 2 H76C H 0.5788 1.0704 0.0679 0.089 Uiso 0.50 1 calc PR A 2 C78 C 0.5096(10) 1.0043(5) 0.1813(5) 0.030(3) Uani 0.50 1 d PDU A 1 H78A H 0.5170 1.0044 0.2218 0.036 Uiso 0.50 1 calc PR A 1 H78B H 0.4308 1.0091 0.1705 0.036 Uiso 0.50 1 calc PR A 1 C79 C 0.572(3) 1.0628(12) 0.1325(8) 0.039(5) Uani 0.50 1 d PDU A 1 H79A H 0.6507 1.0565 0.1422 0.059 Uiso 0.50 1 calc PR A 1 H79B H 0.5457 1.1044 0.1326 0.059 Uiso 0.50 1 calc PR A 1 H79C H 0.5604 1.0644 0.0921 0.059 Uiso 0.50 1 calc PR A 1 C80 C 0.6759(5) 0.7966(3) 0.2779(2) 0.0345(16) Uani 1 1 d . A . H80A H 0.6480 0.8161 0.2354 0.041 Uiso 1 1 calc R . . H80B H 0.7519 0.8111 0.2770 0.041 Uiso 1 1 calc R . . C81 C 0.6753(5) 0.7221(3) 0.3041(2) 0.0289(15) Uani 1 1 d . . . C82 C 0.7675(5) 0.6833(3) 0.3335(2) 0.0263(15) Uani 1 1 d . A . H82 H 0.8337 0.7038 0.3346 0.032 Uiso 1 1 calc R . . C83 C 0.7622(5) 0.6141(3) 0.3614(2) 0.0253(15) Uani 1 1 d . . . C84 C 0.6640(5) 0.5852(3) 0.3622(2) 0.0287(15) Uani 1 1 d . A . H84 H 0.6599 0.5383 0.3829 0.034 Uiso 1 1 calc R . . C85 C 0.5705(5) 0.6226(3) 0.3334(2) 0.0280(15) Uani 1 1 d . . . C86 C 0.5819(5) 0.6907(3) 0.3022(2) 0.0276(15) Uani 1 1 d . A . C87 C 0.8640(5) 0.5750(3) 0.3901(2) 0.0305(15) Uani 1 1 d . A . C88 C 0.4544(6) 0.7245(3) 0.2185(3) 0.058(2) Uani 1 1 d . . . H88A H 0.4891 0.6840 0.2186 0.070 Uiso 1 1 calc R . . H88B H 0.3744 0.7180 0.2222 0.070 Uiso 1 1 calc R . . C89 C 0.4758(7) 0.7793(4) 0.1603(3) 0.085(3) Uani 1 1 d . . . H89A H 0.5557 0.7821 0.1529 0.102 Uiso 1 1 calc R . . H89B H 0.4495 0.8211 0.1611 0.102 Uiso 1 1 calc R . . C90 C 0.4181(6) 0.7710(4) 0.1077(3) 0.065(2) Uani 1 1 d . . . H90A H 0.4446 0.7298 0.1067 0.097 Uiso 1 1 calc R . . H90B H 0.4343 0.8086 0.0687 0.097 Uiso 1 1 calc R . . H90C H 0.3389 0.7692 0.1146 0.097 Uiso 1 1 calc R . . C91 C 0.4603(4) 0.5900(3) 0.3422(2) 0.0291(15) Uani 1 1 d . A . H91A H 0.4249 0.6034 0.3019 0.035 Uiso 1 1 calc R . . H91B H 0.4713 0.5413 0.3614 0.035 Uiso 1 1 calc R . . N92 N 0.5655(5) 0.5692(3) 0.6612(2) 0.0406(14) Uani 1 1 d . . . C93 C 0.5020(6) 0.5442(3) 0.7107(3) 0.0465(18) Uani 1 1 d . . . H93 H 0.4333 0.5273 0.7073 0.056 Uiso 1 1 calc R . . C94 C 0.5307(6) 0.5415(3) 0.7659(3) 0.0478(18) Uani 1 1 d . . . H94 H 0.4825 0.5232 0.7998 0.057 Uiso 1 1 calc R . . C95 C 0.6297(6) 0.5653(3) 0.7723(3) 0.0439(18) Uani 1 1 d . . . H95 H 0.6508 0.5644 0.8102 0.053 Uiso 1 1 calc R . . C96 C 0.6970(6) 0.5903(3) 0.7224(3) 0.0470(18) Uani 1 1 d . . . H96 H 0.7667 0.6065 0.7251 0.056 Uiso 1 1 calc R . . C97 C 0.6616(6) 0.5916(3) 0.6681(3) 0.0443(18) Uani 1 1 d . . . H97 H 0.7085 0.6094 0.6336 0.053 Uiso 1 1 calc R . . N98 N 0.7484(6) 0.7564(3) 0.6061(2) 0.0516(15) Uani 1 1 d . . . C99 C 0.6755(6) 0.7687(3) 0.6409(4) 0.055(2) Uani 1 1 d . . . H99 H 0.6040 0.7837 0.6250 0.066 Uiso 1 1 calc R . . C100 C 0.6994(9) 0.7607(4) 0.6999(4) 0.073(2) Uani 1 1 d . . . H100 H 0.6453 0.7685 0.7246 0.088 Uiso 1 1 calc R . . C101 C 0.8035(10) 0.7412(4) 0.7206(3) 0.070(2) Uani 1 1 d . . . H101 H 0.8236 0.7371 0.7598 0.084 Uiso 1 1 calc R . . C102 C 0.8794(7) 0.7275(3) 0.6860(4) 0.060(2) Uani 1 1 d . . . H102 H 0.9513 0.7125 0.7012 0.071 Uiso 1 1 calc R . . C103 C 0.8493(7) 0.7358(3) 0.6275(3) 0.054(2) Uani 1 1 d . . . H103 H 0.9016 0.7266 0.6027 0.065 Uiso 1 1 calc R . . N104 N 1.0377(4) 0.4451(3) 0.45483(19) 0.0320(13) Uani 1 1 d . . . C105 C 1.1277(6) 0.4759(3) 0.4575(2) 0.0363(17) Uani 1 1 d . . . H105 H 1.1218 0.5220 0.4468 0.044 Uiso 1 1 calc R . . C106 C 1.2286(5) 0.4446(3) 0.4750(2) 0.0331(16) Uani 1 1 d . . . H106 H 1.2911 0.4687 0.4752 0.040 Uiso 1 1 calc R . . C107 C 1.2365(6) 0.3767(3) 0.4923(2) 0.0379(17) Uani 1 1 d . . . H107 H 1.3047 0.3533 0.5049 0.045 Uiso 1 1 calc R . . C108 C 1.1443(6) 0.3442(3) 0.4909(2) 0.0376(17) Uani 1 1 d . . . H108 H 1.1473 0.2979 0.5030 0.045 Uiso 1 1 calc R . . C109 C 1.0477(5) 0.3796(3) 0.4718(2) 0.0347(16) Uani 1 1 d . . . H109 H 0.9844 0.3567 0.4704 0.042 Uiso 1 1 calc R . . C110 C 1.2021(9) 0.7584(4) 0.5945(4) 0.073(3) Uani 1 1 d . . . H110 H 1.1465 0.7670 0.5647 0.088 Uiso 1 1 calc R . . C111 C 1.1800(7) 0.7653(3) 0.6481(4) 0.062(2) Uani 1 1 d . . . H111 H 1.1088 0.7796 0.6540 0.074 Uiso 1 1 calc R . . N112 N 1.2560(6) 0.7524(3) 0.6911(2) 0.0512(15) Uani 1 1 d . . . C113 C 1.3548(7) 0.7331(3) 0.6815(4) 0.055(2) Uani 1 1 d . . . H113 H 1.4095 0.7240 0.7118 0.066 Uiso 1 1 calc R . . C114 C 1.3822(7) 0.7256(3) 0.6301(5) 0.067(2) Uani 1 1 d . . . H114 H 1.4540 0.7112 0.6253 0.080 Uiso 1 1 calc R . . C115 C 1.3055(11) 0.7391(4) 0.5860(4) 0.073(3) Uani 1 1 d . . . H115 H 1.3235 0.7352 0.5496 0.087 Uiso 1 1 calc R . . N116 N 1.0653(5) 0.5681(2) 0.7835(2) 0.0394(14) Uani 1 1 d . . . C117 C 1.1622(6) 0.5887(3) 0.7591(3) 0.0447(18) Uani 1 1 d . . . H117 H 1.2109 0.6038 0.7803 0.054 Uiso 1 1 calc R . . C118 C 1.1964(6) 0.5894(3) 0.7041(3) 0.0439(18) Uani 1 1 d . . . H118 H 1.2663 0.6056 0.6879 0.053 Uiso 1 1 calc R . . C119 C 1.1294(6) 0.5669(3) 0.6739(3) 0.0429(18) Uani 1 1 d . . . H119 H 1.1511 0.5666 0.6363 0.051 Uiso 1 1 calc R . . C120 C 1.0287(6) 0.5443(3) 0.6992(3) 0.053(2) Uani 1 1 d . . . H120 H 0.9787 0.5288 0.6790 0.064 Uiso 1 1 calc R . . C121 C 1.0021(6) 0.5446(3) 0.7538(3) 0.0456(18) Uani 1 1 d . . . H121 H 0.9340 0.5269 0.7717 0.055 Uiso 1 1 calc R . . N122 N -0.0006(6) 0.9215(3) 0.5724(2) 0.0475(15) Uani 1 1 d . . . C123 C -0.1015(7) 0.9038(3) 0.5881(4) 0.057(2) Uani 1 1 d . . . H123 H -0.1392 0.8833 0.5671 0.069 Uiso 1 1 calc R . . C124 C -0.1555(7) 0.9138(4) 0.6338(4) 0.068(2) Uani 1 1 d . . . H124 H -0.2288 0.9004 0.6443 0.081 Uiso 1 1 calc R . . C125 C -0.0999(9) 0.9436(4) 0.6638(3) 0.067(3) Uani 1 1 d . . . H125 H -0.1348 0.9518 0.6951 0.081 Uiso 1 1 calc R . . C126 C 0.0045(9) 0.9611(4) 0.6481(3) 0.067(2) Uani 1 1 d . . . H126 H 0.0444 0.9809 0.6689 0.080 Uiso 1 1 calc R . . C127 C 0.0525(6) 0.9502(3) 0.6021(3) 0.055(2) Uani 1 1 d . . . H127 H 0.1256 0.9634 0.5909 0.066 Uiso 1 1 calc R . . N128 N 0.4397(4) 0.9593(3) 0.6006(2) 0.0458(15) Uani 1 1 d . . . C129 C 0.3952(6) 0.9099(4) 0.5924(3) 0.053(2) Uani 1 1 d . . . H129 H 0.4061 0.8660 0.6232 0.064 Uiso 1 1 calc R . . C130 C 0.3338(6) 0.9195(3) 0.5412(3) 0.060(2) Uani 1 1 d . . . H130 H 0.3056 0.8831 0.5363 0.072 Uiso 1 1 calc R . . C131 C 0.3154(5) 0.9836(4) 0.4980(3) 0.0511(19) Uani 1 1 d . . . H131 H 0.2716 0.9925 0.4630 0.061 Uiso 1 1 calc R . . C132 C 0.3608(5) 1.0347(3) 0.5058(3) 0.0473(18) Uani 1 1 d . . . H132 H 0.3497 1.0791 0.4759 0.057 Uiso 1 1 calc R . . C133 C 0.4224(5) 1.0213(3) 0.5572(3) 0.0417(17) Uani 1 1 d . . . H133 H 0.4536 1.0570 0.5621 0.050 Uiso 1 1 calc R . . N134 N 1.5361(4) 0.4460(2) 1.0890(2) 0.0338(13) Uani 1 1 d . . . C135 C 1.6271(6) 0.4765(3) 1.0630(3) 0.0371(17) Uani 1 1 d . . . H135 H 1.6220 0.5227 1.0375 0.044 Uiso 1 1 calc R . . C136 C 1.7276(5) 0.4457(3) 1.0705(3) 0.0371(16) Uani 1 1 d . . . H136 H 1.7901 0.4704 1.0512 0.045 Uiso 1 1 calc R . . C137 C 1.7375(5) 0.3777(3) 1.1069(3) 0.0397(17) Uani 1 1 d . . . H137 H 1.8060 0.3546 1.1128 0.048 Uiso 1 1 calc R . . C138 C 1.6436(6) 0.3455(3) 1.1338(3) 0.0391(17) Uani 1 1 d . . . H138 H 1.6464 0.2991 1.1592 0.047 Uiso 1 1 calc R . . C139 C 1.5462(5) 0.3801(3) 1.1242(2) 0.0333(16) Uani 1 1 d . . . H139 H 1.4825 0.3567 1.1432 0.040 Uiso 1 1 calc R . . C140 C 0.8443(6) 0.9077(4) 0.3332(3) 0.060(2) Uani 1 1 d . . . H140 H 0.8464 0.8679 0.3701 0.072 Uiso 1 1 calc R . . C141 C 0.9236(6) 0.9196(3) 0.2900(3) 0.055(2) Uani 1 1 d . . . H141 H 0.9805 0.8870 0.2981 0.066 Uiso 1 1 calc R . . N142 N 0.9263(5) 0.9741(3) 0.2370(2) 0.0547(16) Uani 1 1 d . . . C143 C 0.8452(6) 1.0190(3) 0.2282(3) 0.0485(19) Uani 1 1 d . . . H143 H 0.8453 1.0587 0.1913 0.058 Uiso 1 1 calc R . . C144 C 0.7625(6) 1.0117(4) 0.2687(3) 0.059(2) Uani 1 1 d . . . H144 H 0.7073 1.0453 0.2600 0.071 Uiso 1 1 calc R . . C145 C 0.7611(6) 0.9542(4) 0.3226(4) 0.072(2) Uani 1 1 d . . . H145 H 0.7043 0.9469 0.3516 0.086 Uiso 1 1 calc R . . C77 C 0.5562(17) 0.9387(7) 0.1841(7) 0.043(4) Uani 0.50 1 d PDU A 1 H77A H 0.5486 0.9375 0.1440 0.051 Uiso 0.50 1 calc PR A 1 H77B H 0.6345 0.9325 0.1958 0.051 Uiso 0.50 1 calc PR A 1 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 0.050(3) 0.058(3) 0.030(3) -0.023(2) -0.007(2) -0.005(2) C1 0.041(5) 0.018(3) 0.026(4) -0.006(3) -0.004(3) 0.008(3) O8 0.046(3) 0.048(3) 0.028(2) -0.022(2) -0.001(2) 0.011(2) C2 0.039(4) 0.021(4) 0.030(4) -0.005(3) -0.012(4) 0.013(3) O2 0.070(4) 0.073(4) 0.061(3) -0.046(3) -0.020(3) 0.019(3) C3 0.043(5) 0.030(4) 0.023(4) -0.004(3) -0.001(4) 0.005(4) O1 0.068(4) 0.075(4) 0.044(3) -0.031(2) -0.014(3) 0.035(3) C4 0.044(5) 0.021(4) 0.027(4) -0.005(3) -0.009(3) 0.004(3) O10 0.034(3) 0.025(3) 0.032(2) -0.009(2) -0.0057(19) 0.0110(19) C5 0.034(4) 0.018(3) 0.028(4) -0.005(3) -0.004(3) -0.006(3) O11 0.028(3) 0.032(3) 0.050(3) -0.011(2) -0.001(2) 0.005(2) C6 0.040(5) 0.021(4) 0.019(4) -0.004(3) 0.007(3) -0.005(3) O3 0.044(3) 0.020(2) 0.027(2) -0.006(2) -0.0017(19) 0.0040(19) C7 0.046(5) 0.038(4) 0.039(5) -0.014(4) -0.007(4) 0.013(4) O12 0.037(3) 0.027(2) 0.020(2) -0.0080(18) -0.0052(18) 0.007(2) C8 0.045(5) 0.027(4) 0.037(4) -0.009(3) -0.003(3) 0.006(3) O6 0.036(3) 0.034(2) 0.029(3) -0.008(2) -0.001(2) 0.004(2) C9 0.054(5) 0.026(4) 0.045(4) -0.013(3) -0.008(3) 0.012(3) O9 0.033(2) 0.026(2) 0.022(2) -0.005(2) -0.0007(19) 0.001(2) C10 0.058(5) 0.045(5) 0.069(5) -0.025(4) -0.001(4) -0.009(4) O5 0.063(3) 0.045(3) 0.048(3) -0.008(2) -0.024(2) -0.012(3) C11 0.027(4) 0.028(4) 0.030(3) -0.009(3) -0.003(3) 0.007(3) O4 0.077(4) 0.038(3) 0.036(3) 0.000(3) -0.029(2) -0.006(2) C12 0.029(4) 0.022(4) 0.027(4) -0.003(3) -0.012(3) 0.010(3) O16 0.062(3) 0.052(3) 0.042(3) -0.019(2) 0.009(3) -0.006(3) C13 0.036(4) 0.022(4) 0.039(4) -0.004(3) 0.002(4) 0.006(3) O17 0.058(3) 0.048(3) 0.043(3) -0.025(2) -0.003(2) 0.005(3) C14 0.039(4) 0.021(4) 0.033(4) -0.005(4) -0.002(3) -0.002(3) O14 0.052(3) 0.053(3) 0.031(3) -0.021(2) -0.003(2) -0.005(2) C15 0.031(4) 0.030(4) 0.045(4) -0.020(4) -0.008(3) 0.003(3) O19 0.045(3) 0.054(3) 0.043(2) -0.017(2) -0.004(2) 0.015(2) C16 0.029(4) 0.029(4) 0.033(4) -0.017(3) -0.005(3) 0.005(3) O13 0.044(3) 0.046(3) 0.029(2) -0.015(2) -0.008(2) 0.013(2) C17 0.026(4) 0.028(4) 0.021(4) -0.008(3) -0.014(3) 0.013(3) O20 0.057(3) 0.070(3) 0.051(3) -0.037(2) -0.020(2) 0.033(3) C18 0.054(5) 0.032(5) 0.031(4) -0.002(4) -0.017(4) 0.001(4) O23 0.034(3) 0.028(2) 0.035(2) -0.0122(19) -0.0099(19) 0.0123(19) C19 0.054(5) 0.048(5) 0.046(4) -0.020(4) 0.006(4) -0.005(4) O22 0.023(2) 0.034(2) 0.050(3) -0.009(2) -0.0069(19) 0.0033(19) C20 0.058(5) 0.078(6) 0.056(5) -0.028(4) 0.011(4) -0.001(4) O24 0.040(3) 0.042(2) 0.018(2) -0.0133(19) -0.0087(18) 0.009(2) C21 0.091(7) 0.083(6) 0.098(6) -0.055(5) 0.016(5) -0.004(5) O15 0.036(3) 0.027(2) 0.025(2) -0.0151(18) -0.0063(19) 0.000(2) C22 0.031(4) 0.029(4) 0.024(3) -0.003(3) -0.001(3) 0.007(3) O18 0.046(3) 0.033(3) 0.037(3) -0.012(2) 0.001(2) 0.002(2) C23 0.029(4) 0.016(3) 0.025(4) -0.002(3) -0.004(3) -0.008(3) O21 0.038(3) 0.029(2) 0.036(3) 0.002(2) -0.003(2) 0.007(2) C24 0.035(4) 0.021(3) 0.017(3) -0.003(3) -0.009(3) -0.003(3) C25 0.029(4) 0.024(4) 0.026(4) -0.006(3) 0.002(3) -0.002(3) C26 0.029(4) 0.015(3) 0.021(4) 0.001(3) -0.002(3) 0.000(3) C27 0.037(4) 0.018(3) 0.012(3) -0.001(3) 0.001(3) -0.008(3) C28 0.037(4) 0.020(3) 0.018(4) -0.009(3) 0.002(3) -0.004(3) C29 0.040(5) 0.025(4) 0.029(4) -0.010(3) 0.004(4) -0.004(3) C30 0.047(4) 0.034(4) 0.025(4) -0.007(3) 0.004(3) -0.003(3) C31 0.052(5) 0.033(4) 0.032(4) -0.005(3) 0.011(4) 0.003(3) C32 0.078(6) 0.053(5) 0.031(4) -0.021(3) 0.002(4) 0.005(4) C33 0.035(4) 0.026(4) 0.021(3) -0.009(3) -0.004(3) 0.005(3) C34 0.034(4) 0.023(4) 0.012(3) -0.008(3) -0.008(3) 0.003(3) C35 0.042(5) 0.023(4) 0.021(3) -0.009(3) -0.013(3) 0.008(4) C36 0.034(5) 0.027(4) 0.014(3) -0.007(3) -0.007(3) -0.002(4) C37 0.029(4) 0.032(4) 0.019(3) -0.013(3) -0.008(3) 0.003(3) C38 0.033(4) 0.037(4) 0.020(3) -0.019(3) -0.008(3) 0.003(4) C39 0.031(5) 0.032(4) 0.022(3) -0.016(3) -0.011(3) 0.017(4) C40 0.037(5) 0.026(5) 0.019(3) -0.005(3) -0.008(3) 0.011(4) C41 0.089(6) 0.056(5) 0.038(5) -0.013(4) -0.009(4) 0.050(5) C42 0.181(11) 0.049(6) 0.058(6) -0.002(4) 0.025(6) 0.019(6) C43 0.134(8) 0.050(5) 0.049(5) -0.028(4) 0.040(5) -0.005(5) C44 0.035(4) 0.023(4) 0.026(3) -0.003(3) -0.008(3) 0.005(3) C45 0.026(4) 0.022(3) 0.022(4) -0.005(3) -0.002(3) -0.004(3) C46 0.026(4) 0.025(4) 0.026(4) -0.009(3) -0.005(3) 0.001(3) C47 0.028(4) 0.025(4) 0.024(4) -0.011(3) 0.001(3) -0.004(3) C48 0.032(4) 0.026(4) 0.028(4) -0.012(3) 0.000(3) -0.001(3) C49 0.027(4) 0.025(4) 0.029(4) -0.006(3) 0.003(3) 0.001(3) C50 0.032(4) 0.029(4) 0.020(4) -0.005(3) 0.000(3) -0.003(3) C51 0.040(5) 0.020(4) 0.032(4) -0.008(3) 0.006(4) -0.004(3) C52 0.049(4) 0.036(4) 0.027(4) -0.019(3) -0.008(3) 0.000(3) C53 0.050(5) 0.041(4) 0.038(4) -0.015(3) -0.009(4) -0.001(3) C54 0.076(6) 0.075(5) 0.046(4) -0.032(4) -0.010(4) -0.005(4) C55 0.035(4) 0.032(4) 0.034(4) -0.017(3) 0.003(3) -0.006(3) C56 0.021(4) 0.034(4) 0.029(4) -0.008(3) -0.002(3) 0.008(3) C57 0.024(4) 0.028(4) 0.036(4) -0.004(3) 0.002(3) -0.003(3) C58 0.035(4) 0.031(4) 0.034(4) -0.005(4) -0.004(4) 0.001(4) C59 0.035(4) 0.025(4) 0.049(4) -0.014(4) -0.022(4) 0.010(4) C60 0.028(4) 0.031(4) 0.041(4) -0.013(4) -0.002(4) 0.010(3) C61 0.030(4) 0.038(5) 0.033(4) -0.014(4) 0.003(3) 0.008(4) C62 0.047(5) 0.041(5) 0.034(4) -0.017(4) -0.007(4) 0.006(4) C63 0.103(7) 0.052(6) 0.064(6) -0.019(5) 0.015(5) 0.012(5) C64 0.142(9) 0.062(6) 0.103(7) -0.041(6) -0.035(6) 0.011(6) C65 0.119(8) 0.084(6) 0.046(5) -0.015(4) -0.022(5) 0.037(5) C66 0.031(4) 0.025(4) 0.045(4) -0.007(3) -0.006(3) 0.007(3) C67 0.030(4) 0.024(4) 0.042(4) -0.011(3) 0.005(4) -0.003(3) C68 0.039(5) 0.025(4) 0.044(4) -0.016(3) 0.003(3) 0.002(3) C69 0.038(4) 0.022(4) 0.034(4) -0.008(3) -0.008(3) 0.000(3) C70 0.037(4) 0.019(3) 0.039(4) -0.006(3) 0.008(3) 0.002(3) C71 0.031(4) 0.018(3) 0.036(4) -0.006(3) 0.004(3) -0.004(3) C72 0.035(5) 0.021(4) 0.043(5) -0.006(3) -0.005(4) -0.001(3) C73 0.036(4) 0.030(4) 0.049(4) -0.011(3) 0.002(3) 0.004(3) C74 0.050(6) 0.048(7) 0.030(8) 0.008(6) -0.008(7) 0.001(6) C75 0.055(6) 0.051(6) 0.043(7) 0.016(6) -0.002(6) 0.009(5) C76 0.059(9) 0.046(8) 0.037(12) 0.014(9) 0.006(12) 0.008(7) C78 0.037(5) 0.033(6) 0.009(6) 0.000(5) -0.010(6) 0.003(5) C79 0.042(8) 0.038(7) 0.019(10) 0.003(8) 0.002(9) 0.005(6) C80 0.029(4) 0.027(4) 0.032(3) 0.001(3) -0.006(3) 0.006(3) C81 0.032(4) 0.032(4) 0.021(3) -0.011(3) -0.002(3) 0.007(4) C82 0.027(4) 0.032(4) 0.023(3) -0.015(3) -0.002(3) 0.003(3) C83 0.031(4) 0.030(4) 0.019(3) -0.015(3) 0.001(3) 0.005(3) C84 0.046(5) 0.019(3) 0.022(3) -0.010(3) 0.003(3) 0.004(4) C85 0.037(4) 0.032(4) 0.017(3) -0.013(3) -0.005(3) 0.010(4) C86 0.031(4) 0.027(4) 0.021(3) -0.008(3) -0.009(3) 0.016(3) C87 0.038(4) 0.028(4) 0.022(3) -0.008(3) 0.001(3) 0.012(3) C88 0.063(5) 0.040(4) 0.051(5) -0.003(4) 0.004(4) 0.015(4) C89 0.106(7) 0.073(6) 0.066(6) -0.021(5) -0.004(5) 0.020(5) C90 0.087(6) 0.075(5) 0.021(4) -0.010(4) -0.017(4) 0.011(4) C91 0.027(4) 0.027(3) 0.024(3) -0.004(3) -0.008(3) 0.008(3) N92 0.052(4) 0.042(3) 0.027(3) -0.014(3) -0.009(3) 0.006(3) C93 0.046(5) 0.049(5) 0.049(5) -0.025(4) -0.007(4) 0.002(4) C94 0.066(6) 0.051(5) 0.034(5) -0.025(4) -0.007(4) -0.010(4) C95 0.071(6) 0.039(4) 0.022(4) -0.015(3) -0.016(4) 0.003(4) C96 0.051(5) 0.047(4) 0.041(5) -0.018(4) -0.015(4) 0.001(4) C97 0.060(6) 0.035(4) 0.035(5) -0.012(3) -0.002(4) -0.004(4) N98 0.053(5) 0.042(4) 0.048(4) -0.009(3) -0.004(4) 0.003(3) C99 0.063(6) 0.042(5) 0.055(5) -0.015(4) 0.006(5) -0.006(4) C100 0.097(8) 0.056(5) 0.056(6) -0.015(4) 0.009(5) 0.002(5) C101 0.121(9) 0.041(5) 0.042(5) -0.013(4) -0.001(6) -0.013(5) C102 0.072(6) 0.039(5) 0.057(6) -0.010(4) -0.023(5) -0.003(4) C103 0.064(6) 0.043(4) 0.051(5) -0.016(4) -0.001(4) -0.009(4) N104 0.037(4) 0.030(4) 0.024(3) -0.007(2) -0.009(2) 0.008(3) C105 0.046(5) 0.033(4) 0.027(4) -0.009(3) -0.004(3) 0.005(4) C106 0.031(5) 0.041(5) 0.024(3) -0.011(3) -0.006(3) 0.003(4) C107 0.039(5) 0.042(5) 0.026(4) -0.010(3) -0.002(3) 0.011(4) C108 0.037(5) 0.033(4) 0.035(4) -0.008(3) -0.007(3) 0.005(4) C109 0.038(5) 0.032(5) 0.030(4) -0.009(3) -0.001(3) 0.002(4) C110 0.109(9) 0.046(5) 0.048(6) -0.003(4) -0.021(5) -0.003(5) C111 0.068(6) 0.046(5) 0.054(5) -0.005(4) -0.002(5) 0.008(4) N112 0.061(5) 0.038(4) 0.050(4) -0.015(3) -0.001(4) 0.009(3) C113 0.066(7) 0.039(5) 0.060(6) -0.020(4) -0.005(5) -0.007(4) C114 0.081(7) 0.034(5) 0.077(6) -0.017(5) 0.023(6) -0.004(4) C115 0.132(9) 0.037(5) 0.041(6) -0.010(4) 0.020(7) -0.008(5) N116 0.048(4) 0.037(3) 0.032(3) -0.014(3) -0.007(3) 0.009(3) C117 0.052(5) 0.041(4) 0.042(5) -0.018(3) -0.003(4) -0.004(4) C118 0.058(5) 0.037(4) 0.032(4) -0.010(3) 0.005(4) -0.005(4) C119 0.062(5) 0.040(4) 0.033(4) -0.021(4) 0.007(4) -0.003(4) C120 0.061(6) 0.054(5) 0.041(5) -0.017(4) -0.004(4) -0.002(4) C121 0.044(5) 0.054(5) 0.031(4) -0.011(4) 0.005(4) -0.002(4) N122 0.061(5) 0.035(3) 0.050(4) -0.021(3) -0.015(4) 0.007(3) C123 0.052(6) 0.045(5) 0.066(6) -0.015(4) -0.006(5) 0.001(4) C124 0.067(6) 0.036(5) 0.069(6) 0.006(5) 0.011(6) 0.006(4) C125 0.099(8) 0.039(5) 0.039(5) 0.006(4) 0.007(5) 0.032(5) C126 0.094(8) 0.072(6) 0.042(5) -0.032(4) -0.013(5) 0.017(5) C127 0.057(5) 0.044(5) 0.060(5) -0.021(4) -0.004(5) 0.005(4) N128 0.053(4) 0.035(4) 0.040(3) -0.008(3) -0.011(3) -0.001(3) C129 0.063(5) 0.035(5) 0.053(5) -0.009(4) -0.014(4) -0.006(4) C130 0.072(6) 0.039(5) 0.065(5) -0.019(4) -0.027(4) -0.005(4) C131 0.056(5) 0.041(5) 0.048(4) -0.012(4) -0.016(4) 0.006(4) C132 0.060(5) 0.034(4) 0.041(4) -0.010(4) -0.013(4) 0.004(4) C133 0.055(5) 0.032(4) 0.039(4) -0.016(4) -0.009(4) 0.003(3) N134 0.039(4) 0.025(3) 0.036(3) -0.012(3) -0.010(3) 0.010(3) C135 0.046(5) 0.031(4) 0.035(4) -0.016(3) 0.000(4) 0.002(4) C136 0.036(5) 0.043(5) 0.036(4) -0.020(4) -0.003(3) 0.001(4) C137 0.031(5) 0.043(5) 0.050(4) -0.025(4) -0.011(4) 0.009(4) C138 0.040(5) 0.033(4) 0.045(4) -0.019(3) -0.015(4) 0.012(4) C139 0.031(5) 0.039(5) 0.032(4) -0.018(4) -0.007(3) 0.003(4) C140 0.051(5) 0.059(5) 0.051(5) -0.005(4) 0.004(4) -0.009(5) C141 0.064(6) 0.034(5) 0.056(5) -0.010(4) -0.018(5) 0.003(4) N142 0.061(4) 0.056(4) 0.045(4) -0.019(4) -0.006(3) 0.006(4) C143 0.056(5) 0.048(5) 0.038(4) -0.016(4) -0.022(4) 0.003(4) C144 0.045(5) 0.062(6) 0.061(5) -0.018(5) 0.001(4) 0.009(4) C145 0.044(5) 0.071(6) 0.070(6) -0.003(5) 0.017(4) -0.002(5) C77 0.046(6) 0.040(6) 0.024(7) 0.002(5) -0.003(7) 0.007(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O7 C29 1.219(7) . ? C1 C2 1.371(8) . ? C1 C6 1.405(8) . ? C1 C44 1.531(8) . ? O8 C29 1.334(7) . ? C2 C3 1.382(8) . ? O2 C7 1.212(8) . ? C3 C4 1.388(8) . ? C3 C7 1.472(9) . ? O1 C7 1.319(8) . ? C4 C5 1.389(8) . ? O10 C40 1.332(7) . ? C5 C6 1.412(8) . ? C5 C11 1.515(8) . ? O11 C40 1.207(7) . ? C6 O3 1.389(7) . ? O3 C8 1.445(7) . ? O12 C39 1.365(6) . ? O12 C41 1.438(7) . ? C8 C9 1.495(8) . ? O6 C17 1.384(6) . ? O6 C19 1.467(7) . ? C9 C10 1.524(8) . ? O9 C28 1.393(6) . ? O9 C30 1.434(6) . ? O5 C18 1.207(7) . ? C11 C12 1.511(8) . ? O4 C18 1.322(7) . ? C12 C17 1.375(8) . ? C12 C13 1.385(8) . ? O16 C62 1.209(7) . ? C13 C14 1.383(8) . ? O17 C62 1.322(8) . ? C14 C15 1.396(8) . ? C14 C18 1.493(9) . ? O14 C51 1.211(7) . ? C15 C16 1.391(8) . ? O19 C73 1.225(6) . ? C16 C17 1.386(8) . ? C16 C22 1.522(8) . ? O13 C51 1.325(7) . ? O20 C73 1.312(6) . ? O23 C87 1.324(5) . ? C19 C20 1.546(9) . ? O22 C87 1.205(6) . ? C20 C21 1.522(9) . ? O24 C86 1.390(5) . ? O24 C88 1.449(7) . ? O15 C50 1.393(6) . ? O15 C52 1.427(6) . ? C22 C23 1.533(8) . ? O18 C61 1.385(7) . ? O18 C63 1.455(9) . ? C23 C28 1.381(8) . ? C23 C24 1.392(8) . ? O21 C72 1.407(7) . ? O21 C77 1.443(18) . ? O21 C74 1.49(2) . ? C24 C25 1.386(8) . ? C25 C26 1.401(8) . ? C25 C29 1.461(8) . ? C26 C27 1.358(7) . ? C27 C28 1.402(8) . ? C27 C33 1.538(7) . ? C30 C31 1.492(8) . ? C31 C32 1.515(8) . ? C33 C34 1.495(8) . ? C34 C35 1.393(8) . ? C34 C39 1.414(8) . ? C35 C36 1.387(8) . ? C36 C37 1.398(8) . ? C36 C40 1.472(8) . ? C37 C38 1.375(8) . ? C38 C39 1.392(8) . ? C38 C44 1.533(8) . ? C41 C42 1.368(10) . ? C42 C43 1.549(10) . ? C45 C50 1.393(8) . ? C45 C46 1.395(7) . ? C45 C91 1.502(6) . ? C46 C47 1.379(8) . ? C47 C48 1.399(8) . ? C47 C51 1.479(8) . ? C48 C49 1.394(8) . ? C49 C50 1.390(8) . ? C49 C55 1.520(8) . ? C52 C53 1.496(8) . ? C53 C54 1.495(9) . ? C55 C56 1.518(8) . ? C56 C57 1.387(8) . ? C56 C61 1.390(8) . ? C57 C58 1.399(8) . ? C58 C59 1.379(8) . ? C58 C62 1.493(9) . ? C59 C60 1.376(8) . ? C60 C61 1.384(8) . ? C60 C66 1.502(8) . ? C63 C64 1.495(11) . ? C64 C65 1.512(11) . ? C66 C67 1.521(8) . ? C67 C72 1.371(8) . ? C67 C68 1.406(8) . ? C68 C69 1.398(8) . ? C69 C70 1.380(8) . ? C69 C73 1.478(6) . ? C70 C71 1.403(8) . ? C71 C72 1.400(8) . ? C71 C80 1.517(6) . ? C74 C75 1.477(15) . ? C75 C76 1.546(17) . ? C78 C77 1.535(16) . ? C78 C79 1.549(16) . ? C80 C81 1.508(8) . ? C81 C86 1.372(8) . ? C81 C82 1.399(8) . ? C82 C83 1.400(8) . ? C83 C84 1.378(8) . ? C83 C87 1.491(8) . ? C84 C85 1.396(8) . ? C85 C86 1.391(8) . ? C85 C91 1.521(8) . ? C88 C89 1.442(9) . ? C89 C90 1.547(10) . ? N92 C97 1.330(8) . ? N92 C93 1.335(7) . ? C93 C94 1.365(8) . ? C94 C95 1.374(9) . ? C95 C96 1.369(8) . ? C96 C97 1.381(9) . ? N98 C99 1.325(8) . ? N98 C103 1.333(8) . ? C99 C100 1.398(10) . ? C100 C101 1.361(11) . ? C101 C102 1.362(10) . ? C102 C103 1.401(10) . ? N104 C105 1.333(7) . ? N104 C109 1.345(7) . ? C105 C106 1.376(8) . ? C106 C107 1.395(8) . ? C107 C108 1.370(8) . ? C108 C109 1.369(8) . ? C110 C115 1.367(11) . ? C110 C111 1.396(11) . ? C111 N112 1.334(9) . ? N112 C113 1.323(9) . ? C113 C114 1.367(10) . ? C114 C115 1.355(11) . ? N116 C117 1.321(8) . ? N116 C121 1.329(8) . ? C117 C118 1.388(9) . ? C118 C119 1.352(8) . ? C119 C120 1.379(9) . ? C120 C121 1.365(9) . ? N122 C123 1.308(8) . ? N122 C127 1.341(8) . ? C123 C124 1.382(10) . ? C124 C125 1.380(11) . ? C125 C126 1.349(11) . ? C126 C127 1.366(10) . ? N128 C129 1.339(8) . ? N128 C133 1.343(7) . ? C129 C130 1.389(9) . ? C130 C131 1.377(9) . ? C131 C132 1.375(9) . ? C132 C133 1.377(8) . ? N134 C135 1.327(7) . ? N134 C139 1.350(7) . ? C135 C136 1.365(8) . ? C136 C137 1.393(8) . ? C137 C138 1.375(8) . ? C138 C139 1.366(8) . ? C140 C141 1.366(9) . ? C140 C145 1.376(10) . ? C141 N142 1.337(8) . ? N142 C143 1.341(8) . ? C143 C144 1.364(9) . ? C144 C145 1.382(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 C2 C1 C6 117.5(6) . . ? C2 C1 C44 120.2(6) . . ? C6 C1 C44 122.2(6) . . ? C1 C2 C3 122.7(6) . . ? C2 C3 C4 118.7(6) . . ? C2 C3 C7 123.2(7) . . ? C4 C3 C7 118.1(6) . . ? C3 C4 C5 121.7(6) . . ? C4 C5 C6 117.4(6) . . ? C4 C5 C11 120.4(6) . . ? C6 C5 C11 122.1(6) . . ? O3 C6 C1 118.8(5) . . ? O3 C6 C5 119.5(6) . . ? C1 C6 C5 121.7(6) . . ? C6 O3 C8 112.7(4) . . ? O2 C7 O1 121.7(7) . . ? O2 C7 C3 125.0(7) . . ? O1 C7 C3 113.2(7) . . ? C39 O12 C41 111.6(4) . . ? O3 C8 C9 112.8(5) . . ? C17 O6 C19 111.8(4) . . ? C8 C9 C10 110.2(5) . . ? C28 O9 C30 112.4(4) . . ? C12 C11 C5 110.1(5) . . ? C17 C12 C13 117.2(6) . . ? C17 C12 C11 121.0(5) . . ? C13 C12 C11 121.7(5) . . ? C14 C13 C12 122.3(5) . . ? C13 C14 C15 117.9(6) . . ? C13 C14 C18 123.5(6) . . ? C15 C14 C18 118.6(6) . . ? C16 C15 C14 121.4(6) . . ? C17 C16 C15 117.3(5) . . ? C17 C16 C22 120.7(5) . . ? C15 C16 C22 121.7(6) . . ? C12 C17 O6 118.1(6) . . ? C12 C17 C16 122.9(5) . . ? O6 C17 C16 118.9(5) . . ? O5 C18 O4 123.7(6) . . ? O5 C18 C14 123.7(6) . . ? O4 C18 C14 112.5(6) . . ? O6 C19 C20 111.0(5) . . ? C21 C20 C19 110.6(6) . . ? C86 O24 C88 115.7(4) . . ? C50 O15 C52 113.4(4) . . ? C16 C22 C23 109.6(4) . . ? C61 O18 C63 115.3(5) . . ? C28 C23 C24 118.2(6) . . ? C28 C23 C22 121.6(6) . . ? C24 C23 C22 120.1(5) . . ? C72 O21 C77 123.2(7) . . ? C72 O21 C74 102.1(6) . . ? C77 O21 C74 28.6(8) . . ? C25 C24 C23 121.7(5) . . ? C24 C25 C26 118.1(6) . . ? C24 C25 C29 119.1(6) . . ? C26 C25 C29 122.8(6) . . ? C27 C26 C25 121.5(6) . . ? C26 C27 C28 119.3(5) . . ? C26 C27 C33 119.0(6) . . ? C28 C27 C33 121.7(5) . . ? C23 C28 O9 120.3(6) . . ? C23 C28 C27 121.1(5) . . ? O9 C28 C27 118.6(5) . . ? O7 C29 O8 121.4(6) . . ? O7 C29 C25 125.2(7) . . ? O8 C29 C25 113.4(6) . . ? O9 C30 C31 108.4(5) . . ? C30 C31 C32 113.1(5) . . ? C34 C33 C27 110.9(4) . . ? C35 C34 C39 116.6(5) . . ? C35 C34 C33 122.5(5) . . ? C39 C34 C33 120.8(5) . . ? C36 C35 C34 122.6(5) . . ? C35 C36 C37 118.3(6) . . ? C35 C36 C40 123.3(6) . . ? C37 C36 C40 118.4(6) . . ? C38 C37 C36 121.5(5) . . ? C37 C38 C39 118.8(5) . . ? C37 C38 C44 122.2(5) . . ? C39 C38 C44 118.7(5) . . ? O12 C39 C38 119.5(5) . . ? O12 C39 C34 118.6(5) . . ? C38 C39 C34 121.8(6) . . ? O11 C40 O10 122.9(6) . . ? O11 C40 C36 124.1(6) . . ? O10 C40 C36 113.0(6) . . ? C42 C41 O12 115.0(6) . . ? C41 C42 C43 114.1(8) . . ? C38 C44 C1 108.1(5) . . ? C50 C45 C46 117.3(5) . . ? C50 C45 C91 123.0(5) . . ? C46 C45 C91 119.6(5) . . ? C47 C46 C45 121.6(6) . . ? C46 C47 C48 119.4(5) . . ? C46 C47 C51 121.7(6) . . ? C48 C47 C51 118.9(6) . . ? C49 C48 C47 121.0(6) . . ? C50 C49 C48 117.5(5) . . ? C50 C49 C55 122.2(5) . . ? C48 C49 C55 120.3(6) . . ? C49 C50 O15 119.1(5) . . ? C49 C50 C45 123.1(5) . . ? O15 C50 C45 117.9(5) . . ? O14 C51 O13 122.3(6) . . ? O14 C51 C47 124.3(7) . . ? O13 C51 C47 113.4(6) . . ? O15 C52 C53 109.3(5) . . ? C54 C53 C52 113.4(5) . . ? C56 C55 C49 109.2(5) . . ? C57 C56 C61 116.7(6) . . ? C57 C56 C55 120.3(5) . . ? C61 C56 C55 122.7(6) . . ? C56 C57 C58 121.3(6) . . ? C59 C58 C57 118.4(6) . . ? C59 C58 C62 122.8(7) . . ? C57 C58 C62 118.7(6) . . ? C60 C59 C58 122.8(6) . . ? C59 C60 C61 116.4(6) . . ? C59 C60 C66 121.7(7) . . ? C61 C60 C66 121.8(6) . . ? O18 C61 C60 117.7(6) . . ? O18 C61 C56 118.0(6) . . ? C60 C61 C56 123.9(6) . . ? O16 C62 O17 124.4(6) . . ? O16 C62 C58 122.9(7) . . ? O17 C62 C58 112.7(7) . . ? O18 C63 C64 110.6(7) . . ? C63 C64 C65 110.3(7) . . ? C60 C66 C67 109.6(4) . . ? C72 C67 C68 118.3(6) . . ? C72 C67 C66 123.2(6) . . ? C68 C67 C66 118.5(6) . . ? C69 C68 C67 120.1(6) . . ? C70 C69 C68 119.8(6) . . ? C70 C69 C73 122.5(5) . . ? C68 C69 C73 117.7(5) . . ? C69 C70 C71 121.4(6) . . ? C72 C71 C70 116.9(6) . . ? C72 C71 C80 123.9(5) . . ? C70 C71 C80 119.1(5) . . ? C67 C72 C71 123.1(6) . . ? C67 C72 O21 119.7(6) . . ? C71 C72 O21 117.2(6) . . ? O19 C73 O20 122.7(5) . . ? O19 C73 C69 123.2(4) . . ? O20 C73 C69 114.1(4) . . ? C75 C74 O21 108.9(14) . . ? C74 C75 C76 113.6(17) . . ? C77 C78 C79 109.5(16) . . ? C81 C80 C71 110.9(4) . . ? C86 C81 C82 118.3(5) . . ? C86 C81 C80 120.4(5) . . ? C82 C81 C80 121.2(6) . . ? C83 C82 C81 120.1(5) . . ? C84 C83 C82 119.2(5) . . ? C84 C83 C87 122.9(5) . . ? C82 C83 C87 117.9(5) . . ? C83 C84 C85 122.0(5) . . ? C86 C85 C84 116.6(5) . . ? C86 C85 C91 122.5(5) . . ? C84 C85 C91 120.5(5) . . ? C81 C86 O24 116.9(5) . . ? C81 C86 C85 123.3(5) . . ? O24 C86 C85 119.5(5) . . ? O22 C87 O23 123.9(4) . . ? O22 C87 C83 123.8(5) . . ? O23 C87 C83 112.4(5) . . ? C89 C88 O24 116.2(6) . . ? C88 C89 C90 111.0(7) . . ? C45 C91 C85 110.8(4) . . ? C97 N92 C93 116.5(5) . . ? N92 C93 C94 123.3(6) . . ? C93 C94 C95 119.7(6) . . ? C96 C95 C94 118.0(6) . . ? C95 C96 C97 118.7(6) . . ? N92 C97 C96 123.8(6) . . ? C99 N98 C103 119.4(6) . . ? N98 C99 C100 122.8(7) . . ? C101 C100 C99 117.2(8) . . ? C102 C101 C100 121.0(8) . . ? C101 C102 C103 118.7(8) . . ? N98 C103 C102 120.8(7) . . ? C105 N104 C109 117.1(5) . . ? N104 C105 C106 123.6(6) . . ? C105 C106 C107 118.2(6) . . ? C108 C107 C106 118.8(6) . . ? C107 C108 C109 119.0(6) . . ? N104 C109 C108 123.4(6) . . ? C115 C110 C111 118.4(8) . . ? N112 C111 C110 122.0(7) . . ? C113 N112 C111 117.8(6) . . ? N112 C113 C114 123.3(8) . . ? C115 C114 C113 119.1(8) . . ? C114 C115 C110 119.4(8) . . ? C117 N116 C121 116.1(5) . . ? N116 C117 C118 123.4(6) . . ? C119 C118 C117 119.3(6) . . ? C118 C119 C120 118.1(6) . . ? C121 C120 C119 118.7(7) . . ? N116 C121 C120 124.3(6) . . ? C123 N122 C127 118.6(7) . . ? N122 C123 C124 122.6(8) . . ? C125 C124 C123 118.2(8) . . ? C126 C125 C124 119.2(8) . . ? C125 C126 C127 119.5(8) . . ? N122 C127 C126 122.0(7) . . ? C129 N128 C133 117.8(5) . . ? N128 C129 C130 123.7(6) . . ? C131 C130 C129 117.4(7) . . ? C132 C131 C130 119.5(6) . . ? C131 C132 C133 119.8(6) . . ? N128 C133 C132 121.9(6) . . ? C135 N134 C139 116.2(5) . . ? N134 C135 C136 124.2(6) . . ? C135 C136 C137 119.2(6) . . ? C138 C137 C136 117.0(6) . . ? C139 C138 C137 120.0(6) . . ? N134 C139 C138 123.2(6) . . ? C141 C140 C145 119.1(7) . . ? N142 C141 C140 124.0(7) . . ? C141 N142 C143 115.6(6) . . ? N142 C143 C144 124.7(6) . . ? C143 C144 C145 118.3(7) . . ? C140 C145 C144 118.3(7) . . ? O21 C77 C78 104.6(11) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 19.84 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.560 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.047 # Attachment '9Py.CIF' data_9Py _database_code_depnum_ccdc_archive 'CCDC 741011' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 9Py _chemical_melting_point ? _chemical_formula_moiety 'C48 H56 O12, 0.5(C12 H12), 4(C5 H5 N), 0.5(C6 H6)' _chemical_formula_sum 'C77 H85 N4 O12' _chemical_formula_weight 1258.49 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' O O 0.0106 0.0060 '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' _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 12.236(2) _cell_length_b 13.141(3) _cell_length_c 22.319(5) _cell_angle_alpha 92.18(3) _cell_angle_beta 100.82(3) _cell_angle_gamma 99.60(3) _cell_volume 3466.7(12) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used . _cell_measurement_theta_min . _cell_measurement_theta_max . _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1342 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6814 _exptl_absorpt_correction_T_max 0.7446 _exptl_absorpt_process_details Bruker-SADABS _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius X8 Apex 2' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34541 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 21.46 _reflns_number_total 7628 _reflns_number_gt 5602 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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. Due to disorder in one and a half of the pyridine molecules, it was not possible to locate all nitrogen atom positions in these molecules. As this was the case, all positions were modeled as carbon atoms. The formula was adjusted to account for this. A number of restraints were also applied to due the aforementioned disorder in the pyridine molecules. ; _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^)+(0.0809P)^2^+5.4870P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7628 _refine_ls_number_parameters 950 _refine_ls_number_restraints 360 _refine_ls_R_factor_all 0.0865 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1718 _refine_ls_wR_factor_gt 0.1490 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O12 O 0.6443(2) 0.11418(18) 0.37261(11) 0.0270(6) Uani 1 1 d . . . C1 C 0.8216(3) 0.0751(3) 0.30425(16) 0.0227(9) Uani 1 1 d . . . O3 O 0.9258(2) 0.17088(18) 0.39706(11) 0.0256(6) Uani 1 1 d . . . C2 C 0.7864(3) 0.0725(3) 0.24152(17) 0.0255(9) Uani 1 1 d . . . H2 H 0.7431 0.0106 0.2201 0.031 Uiso 1 1 calc R . . O6 O 0.7620(2) 0.35249(18) 0.37980(11) 0.0292(7) Uani 1 1 d . . . C3 C 0.8129(3) 0.1580(3) 0.20904(16) 0.0268(9) Uani 1 1 d . . . O10 O 0.3159(3) -0.2827(2) 0.24212(13) 0.0440(8) Uani 1 1 d . . . H10O H 0.2881 -0.3435 0.2279 0.053 Uiso 1 1 calc R . . C4 C 0.8722(3) 0.2499(3) 0.24090(17) 0.0281(10) Uani 1 1 d . . . H4 H 0.8870 0.3097 0.2191 0.034 Uiso 1 1 calc R . . O11 O 0.4788(2) -0.3428(2) 0.25137(12) 0.0390(7) Uani 1 1 d . . . C5 C 0.9101(3) 0.2561(3) 0.30366(16) 0.0229(9) Uani 1 1 d . . . O9 O 0.4887(2) 0.29209(18) 0.38672(10) 0.0253(6) Uani 1 1 d . . . C6 C 0.8867(3) 0.1668(3) 0.33425(16) 0.0218(9) Uani 1 1 d . . . O4 O 0.9976(3) 0.7025(2) 0.23827(14) 0.0506(9) Uani 1 1 d . . . H4O H 1.0158 0.7597 0.2240 0.061 Uiso 1 1 calc R . . C7 C 0.7821(4) 0.1558(4) 0.14151(19) 0.0429(12) Uani 1 1 d . . . O5 O 0.8467(2) 0.7696(2) 0.25058(13) 0.0396(7) Uani 1 1 d . . . C8 C 1.0299(3) 0.1319(3) 0.41363(17) 0.0313(10) Uani 1 1 d . . . H8A H 1.0901 0.1731 0.3961 0.038 Uiso 1 1 calc R . . H8B H 1.0196 0.0589 0.3976 0.038 Uiso 1 1 calc R . . C9 C 1.0624(3) 0.1400(3) 0.48236(17) 0.0316(10) Uani 1 1 d . . . H9A H 1.1291 0.1065 0.4947 0.038 Uiso 1 1 calc R . . H9B H 0.9994 0.1018 0.4991 0.038 Uiso 1 1 calc R . . C10 C 1.0896(4) 0.2500(3) 0.50978(17) 0.0376(11) Uani 1 1 d . . . H10A H 1.1568 0.2865 0.4958 0.045 Uiso 1 1 calc R . . H10B H 1.0255 0.2853 0.4944 0.045 Uiso 1 1 calc R . . C11 C 1.1124(4) 0.2589(4) 0.5786(2) 0.0556(13) Uani 1 1 d . . . H11A H 1.0452 0.2257 0.5930 0.083 Uiso 1 1 calc R . . H11B H 1.1309 0.3321 0.5934 0.083 Uiso 1 1 calc R . . H11C H 1.1762 0.2246 0.5943 0.083 Uiso 1 1 calc R . . O7 O 0.5076(3) 0.3406(2) 0.10806(12) 0.0510(9) Uani 1 1 d . . . H7O H 0.4925 0.3308 0.0698 0.061 Uiso 1 1 calc R . . C12 C 0.9714(3) 0.3585(3) 0.33673(18) 0.0289(10) Uani 1 1 d . . . H12A H 1.0424 0.3802 0.3219 0.035 Uiso 1 1 calc R . . H12B H 0.9913 0.3496 0.3811 0.035 Uiso 1 1 calc R . . C13 C 0.8990(3) 0.4424(3) 0.32656(16) 0.0259(9) Uani 1 1 d . . . C14 C 0.9304(3) 0.5282(3) 0.29513(17) 0.0279(10) Uani 1 1 d . . . H14 H 1.0020 0.5383 0.2834 0.033 Uiso 1 1 calc R . . O1 O 0.7196(3) 0.0707(2) 0.11527(13) 0.0513(8) Uani 1 1 d . . . H1O H 0.7059 0.0750 0.0772 0.062 Uiso 1 1 calc R . . C15 C 0.8589(3) 0.5999(3) 0.28042(16) 0.0271(10) Uani 1 1 d . . . C16 C 0.7502(3) 0.5801(3) 0.29293(16) 0.0257(9) Uani 1 1 d . . . H16 H 0.6991 0.6256 0.2798 0.031 Uiso 1 1 calc R . . O8 O 0.4016(3) 0.1842(3) 0.10187(13) 0.0681(11) Uani 1 1 d . . . C17 C 0.7152(3) 0.4953(3) 0.32407(16) 0.0225(9) Uani 1 1 d . . . C18 C 0.7937(3) 0.4318(3) 0.34432(16) 0.0244(9) Uani 1 1 d . . . C19 C 0.8985(4) 0.6984(3) 0.25458(18) 0.0326(10) Uani 1 1 d . . . C20 C 0.8242(4) 0.3619(3) 0.44119(17) 0.0340(10) Uani 1 1 d . . . H20A H 0.9004 0.4028 0.4425 0.041 Uiso 1 1 calc R . . H20B H 0.8338 0.2921 0.4540 0.041 Uiso 1 1 calc R . . C21 C 0.7684(4) 0.4129(3) 0.48610(19) 0.0409(11) Uani 1 1 d . . . H21A H 0.6890 0.3775 0.4815 0.049 Uiso 1 1 calc R . . H21B H 0.7680 0.4860 0.4769 0.049 Uiso 1 1 calc R . . C22 C 0.8304(4) 0.4089(4) 0.55247(19) 0.0478(12) Uani 1 1 d . . . H22A H 0.8417 0.3369 0.5590 0.057 Uiso 1 1 calc R . . H22B H 0.9061 0.4529 0.5581 0.057 Uiso 1 1 calc R . . C23 C 0.7716(5) 0.4429(5) 0.5995(2) 0.0734(17) Uani 1 1 d . . . H23A H 0.7700 0.5170 0.5976 0.110 Uiso 1 1 calc R . . H23B H 0.8117 0.4300 0.6401 0.110 Uiso 1 1 calc R . . H23C H 0.6940 0.4042 0.5922 0.110 Uiso 1 1 calc R . . O2 O 0.8164(3) 0.2293(2) 0.11305(13) 0.0570(9) Uani 1 1 d . . . C24 C 0.5955(3) 0.4686(3) 0.33406(16) 0.0264(9) Uani 1 1 d . . . H24A H 0.5542 0.5255 0.3215 0.032 Uiso 1 1 calc R . . H24B H 0.5962 0.4605 0.3780 0.032 Uiso 1 1 calc R . . C25 C 0.5355(3) 0.3685(3) 0.29700(16) 0.0222(9) Uani 1 1 d . . . N2 N 1.0695(3) 0.8818(3) 0.19992(17) 0.0453(10) Uani 1 1 d . . . C26 C 0.5305(3) 0.3589(3) 0.23459(16) 0.0266(9) Uani 1 1 d . . . H26 H 0.5619 0.4164 0.2149 0.032 Uiso 1 1 calc R . . C27 C 0.4803(3) 0.2669(3) 0.19993(17) 0.0298(10) Uani 1 1 d . . . C28 C 0.4419(3) 0.1817(3) 0.23003(17) 0.0292(10) Uani 1 1 d . . . H28 H 0.4120 0.1175 0.2071 0.035 Uiso 1 1 calc R . . C29 C 0.4456(3) 0.1873(3) 0.29233(16) 0.0235(9) Uani 1 1 d . . . C30 C 0.4893(3) 0.2830(3) 0.32469(16) 0.0220(9) Uani 1 1 d . . . C31 C 0.4604(4) 0.2589(3) 0.13231(19) 0.0422(12) Uani 1 1 d . . . C32 C 0.3950(4) 0.3355(3) 0.40000(17) 0.0341(10) Uani 1 1 d . . . H32A H 0.3232 0.2874 0.3839 0.041 Uiso 1 1 calc R . . H32B H 0.3920 0.4017 0.3805 0.041 Uiso 1 1 calc R . . C33 C 0.4112(4) 0.3534(3) 0.46827(18) 0.0342(10) Uani 1 1 d . . . H33A H 0.3510 0.3895 0.4778 0.041 Uiso 1 1 calc R . . H33B H 0.4846 0.3996 0.4836 0.041 Uiso 1 1 calc R . . C34 C 0.4087(4) 0.2556(3) 0.50195(18) 0.0385(11) Uani 1 1 d . . . H34A H 0.3346 0.2100 0.4876 0.046 Uiso 1 1 calc R . . H34B H 0.4678 0.2186 0.4919 0.046 Uiso 1 1 calc R . . C35 C 0.4278(5) 0.2760(5) 0.5706(2) 0.0691(16) Uani 1 1 d . . . H35A H 0.5019 0.3198 0.5853 0.104 Uiso 1 1 calc R . . H35B H 0.4254 0.2101 0.5899 0.104 Uiso 1 1 calc R . . H35C H 0.3686 0.3112 0.5810 0.104 Uiso 1 1 calc R . . C36 C 0.4043(3) 0.0917(3) 0.32390(17) 0.0264(9) Uani 1 1 d . . . H36A H 0.4082 0.1118 0.3676 0.032 Uiso 1 1 calc R . . H36B H 0.3241 0.0649 0.3052 0.032 Uiso 1 1 calc R . . C37 C 0.4723(3) 0.0065(3) 0.31949(16) 0.0251(9) Uani 1 1 d . . . C38 C 0.4204(3) -0.0900(3) 0.29144(17) 0.0274(9) Uani 1 1 d . . . H38 H 0.3406 -0.1042 0.2781 0.033 Uiso 1 1 calc R . . C39 C 0.4837(3) -0.1669(3) 0.28246(16) 0.0262(10) Uani 1 1 d . . . C40 C 0.6013(3) -0.1427(3) 0.29695(16) 0.0258(9) Uani 1 1 d . . . H40 H 0.6446 -0.1923 0.2871 0.031 Uiso 1 1 calc R . . N4 N 0.2114(9) -0.4673(8) 0.2036(3) 0.0413(17) Uani 0.70 1 d PDU A 1 C41 C 0.6562(3) -0.0473(3) 0.32553(16) 0.0225(9) Uani 1 1 d . . . C42 C 0.5896(3) 0.0228(3) 0.33999(16) 0.0240(9) Uani 1 1 d . . . C43 C 0.4275(4) -0.2727(3) 0.25712(17) 0.0305(10) Uani 1 1 d . . . C44 C 0.6253(3) 0.1226(3) 0.43409(16) 0.0266(9) Uani 1 1 d . . . H44A H 0.5476 0.0871 0.4348 0.032 Uiso 1 1 calc R . . H44B H 0.6308 0.1965 0.4468 0.032 Uiso 1 1 calc R . . C45 C 0.7081(3) 0.0767(3) 0.47980(17) 0.0303(10) Uani 1 1 d . . . H45A H 0.7863 0.1073 0.4768 0.036 Uiso 1 1 calc R . . H45B H 0.6975 0.0011 0.4700 0.036 Uiso 1 1 calc R . . C46 C 0.6912(4) 0.0971(3) 0.54463(17) 0.0355(10) Uani 1 1 d . . . H46A H 0.6163 0.0590 0.5487 0.043 Uiso 1 1 calc R . . H46B H 0.6913 0.1718 0.5521 0.043 Uiso 1 1 calc R . . C47 C 0.7819(4) 0.0649(4) 0.59317(19) 0.0449(12) Uani 1 1 d . . . H47A H 0.7773 -0.0103 0.5887 0.067 Uiso 1 1 calc R . . H47B H 0.7700 0.0848 0.6339 0.067 Uiso 1 1 calc R . . H47C H 0.8567 0.0994 0.5881 0.067 Uiso 1 1 calc R . . C48 C 0.7840(3) -0.0177(3) 0.33865(17) 0.0245(9) Uani 1 1 d . . . H48A H 0.8172 -0.0770 0.3263 0.029 Uiso 1 1 calc R . . H48B H 0.8118 -0.0011 0.3831 0.029 Uiso 1 1 calc R . . C49 C 0.5939(5) 0.0277(5) -0.0410(3) 0.0801(18) Uani 1 1 d . . . H49 H 0.5755 -0.0391 -0.0270 0.096 Uiso 1 1 calc R . . C50 C 0.5508(5) 0.0448(5) -0.0972(3) 0.0678(16) Uani 1 1 d . . . H50 H 0.4984 -0.0088 -0.1221 0.081 Uiso 1 1 calc R . . C51 C 0.5791(5) 0.1374(4) -0.1209(2) 0.0603(14) Uani 1 1 d . . . H51 H 0.5474 0.1473 -0.1620 0.072 Uiso 1 1 calc R . . C52 C 0.6533(6) 0.2161(5) -0.0853(3) 0.0786(18) Uani 1 1 d . . . H52 H 0.6772 0.2812 -0.1002 0.094 Uiso 1 1 calc R . . N3 N 0.4462(4) 0.3198(3) -0.01455(16) 0.0518(11) Uani 1 1 d . . . C53 C 0.6949(4) 0.1898(5) -0.0186(3) 0.0646(16) Uani 1 1 d . . . H53 H 0.7444 0.2390 0.0107 0.078 Uiso 1 1 calc R . . C54 C 0.3703(5) 0.2358(4) -0.0388(2) 0.0562(14) Uani 1 1 d . . . H54 H 0.3417 0.1878 -0.0122 0.067 Uiso 1 1 calc R . . C55 C 0.3318(5) 0.2167(4) -0.1021(2) 0.0564(14) Uani 1 1 d . . . H55 H 0.2786 0.1565 -0.1187 0.068 Uiso 1 1 calc R . . C56 C 0.3734(5) 0.2880(4) -0.1394(2) 0.0540(13) Uani 1 1 d . . . H56 H 0.3488 0.2782 -0.1825 0.065 Uiso 1 1 calc R . . C57 C 0.4504(5) 0.3727(4) -0.1139(2) 0.0569(14) Uani 1 1 d . . . H57 H 0.4804 0.4223 -0.1392 0.068 Uiso 1 1 calc R . . N1 N 0.6586(4) 0.0972(4) -0.0054(2) 0.0631(12) Uani 1 1 d . . . C58 C 0.4843(5) 0.3863(4) -0.0519(2) 0.0545(13) Uani 1 1 d . . . H58 H 0.5377 0.4462 -0.0349 0.065 Uiso 1 1 calc R . . C59 C 1.1455(4) 0.8937(4) 0.1641(2) 0.0503(13) Uani 1 1 d . . . H59 H 1.1727 0.8342 0.1517 0.060 Uiso 1 1 calc R . . C60 C 1.1862(4) 0.9855(4) 0.1443(2) 0.0590(14) Uani 1 1 d . . . H60 H 1.2385 0.9899 0.1176 0.071 Uiso 1 1 calc R . . C61 C 1.1515(5) 1.0694(4) 0.1630(3) 0.0771(19) Uani 1 1 d . . . H61 H 1.1783 1.1349 0.1494 0.092 Uiso 1 1 calc R . . C62 C 1.0748(5) 1.0613(4) 0.2032(3) 0.084(2) Uani 1 1 d . . . H62 H 1.0515 1.1209 0.2185 0.101 Uiso 1 1 calc R . . C63 C 1.0349(4) 0.9646(4) 0.2194(3) 0.0609(15) Uani 1 1 d . . . H63 H 0.9811 0.9570 0.2452 0.073 Uiso 1 1 calc R . . C64 C 0.1053(10) -0.4851(12) 0.1723(4) 0.0335(17) Uani 0.70 1 d PDU A 1 H64 H 0.0679 -0.4279 0.1640 0.040 Uiso 0.70 1 calc PR A 1 C65 C 0.0481(14) -0.5820(11) 0.1516(5) 0.0409(17) Uani 0.70 1 d PDU A 1 H65 H -0.0276 -0.5919 0.1295 0.049 Uiso 0.70 1 calc PR A 1 C66 C 0.1015(6) -0.6644(5) 0.1634(3) 0.0516(17) Uani 0.70 1 d PDU A 1 H66 H 0.0638 -0.7326 0.1493 0.062 Uiso 0.70 1 calc PR A 1 C67 C 0.2117(6) -0.6470(5) 0.1962(3) 0.0678(19) Uani 0.70 1 d PDU A 1 H67 H 0.2505 -0.7030 0.2056 0.081 Uiso 0.70 1 calc PR A 1 C68 C 0.2638(6) -0.5469(5) 0.2150(3) 0.0589(18) Uani 0.70 1 d PDU A 1 H68 H 0.3398 -0.5344 0.2369 0.071 Uiso 0.70 1 calc PR A 1 C71 C 0.1063(13) -0.6569(13) 0.1261(7) 0.049(3) Uani 0.30 1 d PDU B 2 H71 H 0.0665 -0.7202 0.1049 0.058 Uiso 0.30 1 calc PR B 2 C72 C 0.2216(12) -0.6349(10) 0.1355(7) 0.055(3) Uani 0.30 1 d PDU B 2 H72 H 0.2626 -0.6828 0.1210 0.066 Uiso 0.30 1 calc PR B 2 C73 C 0.2778(13) -0.5420(10) 0.1663(6) 0.051(3) Uani 0.30 1 d PDU B 2 H73 H 0.3580 -0.5269 0.1724 0.061 Uiso 0.30 1 calc PR B 2 C74 C 0.0900(6) 0.0159(6) -0.0270(3) 0.0842(19) Uani 1 1 d . . . H74 H 0.1535 0.0244 -0.0463 0.101 Uiso 1 1 calc R . . C75 C 0.0551(6) 0.0989(5) -0.0068(3) 0.0721(16) Uani 1 1 d . . . H75 H 0.0919 0.1670 -0.0112 0.087 Uiso 1 1 calc R . . C76 C -0.0358(6) 0.0816(5) 0.0204(3) 0.0792(18) Uani 1 1 d . . . H76 H -0.0628 0.1392 0.0355 0.095 Uiso 1 1 calc R . . C97 C 0.8300(11) 0.4541(12) 0.0174(6) 0.091(3) Uani 0.50 1 d PDU C 1 H97 H 0.8112 0.3917 -0.0081 0.110 Uiso 0.50 1 calc PR C 1 C98 C 0.9116(11) 0.5229(10) 0.0058(6) 0.101(3) Uani 0.50 1 d PDU C 1 H98 H 0.9473 0.5062 -0.0267 0.122 Uiso 0.50 1 calc PR C 1 C99 C 0.9495(12) 0.6181(11) 0.0374(6) 0.104(3) Uani 0.50 1 d PDU C 1 H99 H 1.0086 0.6678 0.0281 0.125 Uiso 0.50 1 calc PR C 1 C94 C 0.8057(14) 0.5552(15) 0.0939(10) 0.090(3) Uani 0.50 1 d PDU C 1 H94 H 0.7678 0.5676 0.1262 0.108 Uiso 0.50 1 calc PR C 1 C101 C 0.8315(13) 0.5621(15) 0.0979(11) 0.091(3) Uani 0.50 1 d PDU D 2 H101 H 0.8404 0.5670 0.1412 0.110 Uiso 0.50 1 calc PR D 2 C96 C 0.7700(16) 0.4607(18) 0.0606(8) 0.088(3) Uani 0.50 1 d PDU C 1 H96 H 0.7112 0.4083 0.0676 0.106 Uiso 0.50 1 calc PR C 1 C90 C 0.7595(9) 0.4546(10) 0.0016(5) 0.074(3) Uani 0.50 1 d PDU D 2 H90 H 0.7218 0.3896 -0.0183 0.089 Uiso 0.50 1 calc PR D 2 C91 C 0.8000(10) 0.5383(9) -0.0284(6) 0.096(3) Uani 0.50 1 d PDU D 2 H91 H 0.7895 0.5312 -0.0717 0.116 Uiso 0.50 1 calc PR D 2 C92 C 0.8549(11) 0.6316(10) 0.0013(6) 0.103(3) Uani 0.50 1 d PDU D 2 H92 H 0.8818 0.6874 -0.0209 0.123 Uiso 0.50 1 calc PR D 2 C100 C 0.8699(13) 0.6422(15) 0.0647(7) 0.097(3) Uani 0.50 1 d PDU D 2 H100 H 0.9077 0.7064 0.0857 0.117 Uiso 0.50 1 calc PR D 2 N5 N 0.223(2) -0.4714(19) 0.1881(9) 0.044(3) Uani 0.30 1 d PDU B 2 C69 C 0.106(2) -0.495(3) 0.1782(12) 0.038(3) Uani 0.30 1 d PDU B 2 H69 H 0.0656 -0.4476 0.1929 0.045 Uiso 0.30 1 calc PR B 2 C70 C 0.048(3) -0.587(2) 0.1475(11) 0.042(3) Uani 0.30 1 d PDU B 2 H70 H -0.0321 -0.6024 0.1412 0.050 Uiso 0.30 1 calc PR B 2 C93 C 0.8916(12) 0.6346(15) 0.0852(6) 0.091(3) Uani 0.50 1 d PDU C 1 H93 H 0.9104 0.6973 0.1105 0.110 Uiso 0.50 1 calc PR C 1 C95 C 0.7798(14) 0.4761(19) 0.0619(8) 0.089(3) Uani 0.50 1 d PDU D 2 H95 H 0.7525 0.4200 0.0839 0.106 Uiso 0.50 1 calc PR D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O12 0.0268(17) 0.0236(14) 0.0315(15) 0.0015(12) 0.0092(12) 0.0028(12) C1 0.015(2) 0.025(2) 0.029(2) 0.0016(17) 0.0043(17) 0.0062(17) O3 0.0219(16) 0.0268(14) 0.0275(16) 0.0011(11) 0.0005(11) 0.0079(12) C2 0.019(2) 0.025(2) 0.032(2) -0.0032(18) 0.0039(18) 0.0052(17) O6 0.0255(17) 0.0292(15) 0.0307(16) 0.0093(12) 0.0011(12) 0.0021(12) C3 0.021(2) 0.030(2) 0.029(2) 0.0039(18) 0.0030(17) 0.0029(18) O10 0.032(2) 0.0294(16) 0.064(2) -0.0057(14) -0.0013(15) -0.0019(13) C4 0.024(2) 0.029(2) 0.037(3) 0.0124(19) 0.0121(19) 0.0091(18) O11 0.0372(19) 0.0236(16) 0.0523(19) 0.0031(13) 0.0003(14) 0.0033(14) C5 0.016(2) 0.023(2) 0.031(2) 0.0022(17) 0.0046(17) 0.0068(17) O9 0.0229(16) 0.0294(14) 0.0276(15) 0.0068(11) 0.0094(11) 0.0102(12) C6 0.014(2) 0.028(2) 0.025(2) -0.0007(17) 0.0034(17) 0.0083(17) O4 0.053(2) 0.0297(17) 0.080(2) 0.0164(15) 0.0375(18) 0.0087(15) C7 0.042(3) 0.052(3) 0.033(3) -0.007(2) -0.001(2) 0.014(2) O5 0.0373(19) 0.0292(16) 0.058(2) 0.0132(14) 0.0179(14) 0.0106(15) C8 0.023(3) 0.033(2) 0.039(3) 0.0026(18) 0.0027(19) 0.0108(19) C9 0.025(3) 0.029(2) 0.038(3) 0.0044(18) -0.0016(19) 0.0040(18) C10 0.036(3) 0.038(2) 0.033(2) 0.0029(19) -0.0068(19) 0.005(2) C11 0.054(4) 0.058(3) 0.044(3) -0.003(2) -0.001(2) -0.004(3) O7 0.070(2) 0.052(2) 0.0261(16) 0.0046(14) 0.0121(15) -0.0058(17) C12 0.022(2) 0.026(2) 0.039(2) 0.0046(18) 0.0056(18) 0.0022(18) C13 0.024(3) 0.020(2) 0.031(2) -0.0021(17) 0.0021(18) 0.0009(17) C14 0.021(2) 0.026(2) 0.034(2) -0.0028(18) 0.0094(18) -0.0031(18) O1 0.061(2) 0.059(2) 0.0257(16) 0.0017(15) -0.0014(15) 0.0002(17) C15 0.032(3) 0.020(2) 0.030(2) 0.0002(17) 0.0082(19) 0.0035(19) C16 0.028(3) 0.022(2) 0.028(2) 0.0006(17) 0.0057(18) 0.0077(18) O8 0.108(3) 0.050(2) 0.0320(18) -0.0026(16) 0.0076(18) -0.016(2) C17 0.023(2) 0.020(2) 0.025(2) -0.0011(17) 0.0028(17) 0.0062(18) C18 0.025(3) 0.021(2) 0.024(2) 0.0020(17) 0.0036(18) -0.0011(18) C19 0.032(3) 0.030(3) 0.037(2) -0.0001(19) 0.013(2) 0.002(2) C20 0.030(3) 0.035(2) 0.035(3) 0.0089(19) 0.003(2) 0.0054(19) C21 0.025(3) 0.046(3) 0.048(3) -0.012(2) -0.002(2) 0.008(2) C22 0.030(3) 0.064(3) 0.047(3) -0.008(2) 0.000(2) 0.010(2) C23 0.049(4) 0.110(5) 0.058(3) -0.020(3) 0.005(3) 0.015(3) O2 0.086(3) 0.048(2) 0.0321(18) 0.0124(15) 0.0039(16) 0.0049(18) C24 0.027(3) 0.029(2) 0.026(2) 0.0077(17) 0.0047(18) 0.0100(18) C25 0.018(2) 0.023(2) 0.027(2) 0.0064(17) 0.0034(17) 0.0077(17) N2 0.040(3) 0.038(2) 0.064(3) 0.0128(18) 0.025(2) 0.0046(18) C26 0.025(2) 0.028(2) 0.030(2) 0.0130(18) 0.0078(18) 0.0066(18) C27 0.029(3) 0.031(2) 0.029(2) 0.0043(19) 0.0075(18) 0.0011(19) C28 0.026(3) 0.027(2) 0.033(2) -0.0001(18) 0.0044(18) 0.0031(18) C29 0.013(2) 0.028(2) 0.032(2) 0.0077(18) 0.0074(17) 0.0065(17) C30 0.017(2) 0.030(2) 0.021(2) 0.0053(17) 0.0041(16) 0.0093(17) C31 0.055(3) 0.037(3) 0.032(3) 0.002(2) 0.010(2) -0.004(2) C32 0.033(3) 0.038(2) 0.039(3) 0.0119(19) 0.016(2) 0.017(2) C33 0.031(3) 0.034(2) 0.043(3) 0.0028(19) 0.019(2) 0.0084(19) C34 0.040(3) 0.048(3) 0.035(2) 0.012(2) 0.018(2) 0.013(2) C35 0.064(4) 0.107(5) 0.037(3) 0.014(3) 0.017(3) 0.008(3) C36 0.018(2) 0.028(2) 0.033(2) 0.0077(17) 0.0046(17) 0.0024(17) C37 0.025(3) 0.025(2) 0.027(2) 0.0093(17) 0.0088(18) 0.0035(18) C38 0.020(2) 0.029(2) 0.034(2) 0.0103(18) 0.0066(18) 0.0025(19) C39 0.030(3) 0.022(2) 0.024(2) 0.0066(16) 0.0032(18) -0.0024(19) C40 0.030(3) 0.026(2) 0.023(2) 0.0060(17) 0.0068(18) 0.0082(19) N4 0.030(3) 0.029(3) 0.063(4) 0.002(3) 0.005(3) 0.003(2) C41 0.022(2) 0.021(2) 0.025(2) 0.0056(17) 0.0060(17) 0.0027(18) C42 0.026(3) 0.018(2) 0.027(2) 0.0042(17) 0.0064(18) -0.0026(18) C43 0.030(3) 0.030(3) 0.028(2) 0.0101(18) 0.0008(19) 0.002(2) C44 0.021(2) 0.027(2) 0.031(2) -0.0020(17) 0.0060(18) 0.0036(17) C45 0.025(3) 0.029(2) 0.039(2) 0.0068(18) 0.0109(19) 0.0067(18) C46 0.031(3) 0.038(2) 0.040(3) 0.0070(19) 0.013(2) 0.009(2) C47 0.038(3) 0.061(3) 0.041(3) 0.011(2) 0.014(2) 0.013(2) C48 0.026(3) 0.020(2) 0.029(2) 0.0007(16) 0.0080(17) 0.0067(17) C49 0.062(4) 0.096(5) 0.085(5) -0.002(4) 0.020(4) 0.018(4) C50 0.065(4) 0.094(5) 0.055(4) 0.026(3) 0.014(3) 0.040(3) C51 0.080(4) 0.071(4) 0.036(3) 0.013(3) 0.007(3) 0.034(3) C52 0.081(5) 0.072(4) 0.099(5) 0.010(4) 0.035(4) 0.039(4) N3 0.066(3) 0.053(3) 0.036(2) 0.001(2) 0.008(2) 0.009(2) C53 0.040(3) 0.066(4) 0.084(4) -0.031(3) 0.007(3) 0.013(3) C54 0.075(4) 0.050(3) 0.047(3) 0.010(2) 0.018(3) 0.010(3) C55 0.068(4) 0.056(3) 0.044(3) -0.003(3) 0.007(3) 0.012(3) C56 0.069(4) 0.065(3) 0.029(3) 0.001(3) 0.002(2) 0.022(3) C57 0.075(4) 0.054(3) 0.044(3) 0.011(3) 0.008(3) 0.023(3) N1 0.076(4) 0.055(3) 0.057(3) -0.004(2) 0.015(2) 0.007(3) C58 0.070(4) 0.050(3) 0.048(3) 0.005(3) 0.019(3) 0.016(3) C59 0.036(3) 0.057(3) 0.060(3) 0.014(2) 0.020(3) 0.003(2) C60 0.032(3) 0.071(4) 0.078(4) 0.037(3) 0.013(3) 0.011(3) C61 0.036(4) 0.056(4) 0.148(6) 0.054(4) 0.034(4) 0.005(3) C62 0.058(4) 0.037(3) 0.171(6) 0.031(3) 0.040(4) 0.021(3) C63 0.054(4) 0.039(3) 0.102(4) 0.021(3) 0.037(3) 0.013(3) C64 0.031(3) 0.031(4) 0.042(3) 0.007(3) 0.012(3) 0.006(3) C65 0.031(3) 0.036(3) 0.053(3) 0.003(3) 0.007(3) -0.002(3) C66 0.039(3) 0.028(3) 0.082(4) -0.004(3) 0.009(3) -0.003(3) C67 0.047(4) 0.034(3) 0.116(5) 0.004(4) -0.001(4) 0.010(3) C68 0.040(4) 0.035(3) 0.094(4) -0.002(3) -0.005(4) 0.007(3) C71 0.040(5) 0.031(5) 0.067(6) -0.001(5) -0.001(5) -0.002(4) C72 0.043(5) 0.030(5) 0.088(6) -0.003(5) 0.002(5) 0.006(4) C73 0.037(5) 0.030(5) 0.078(5) 0.002(5) -0.003(5) 0.004(4) C74 0.082(5) 0.092(5) 0.075(4) 0.003(4) 0.021(3) -0.002(4) C75 0.068(5) 0.056(4) 0.088(4) 0.013(3) 0.014(3) -0.002(3) C76 0.074(5) 0.085(5) 0.079(4) -0.017(3) 0.004(4) 0.032(4) C97 0.111(6) 0.090(5) 0.076(5) 0.000(4) 0.024(5) 0.021(5) C98 0.132(7) 0.095(5) 0.082(5) 0.011(5) 0.027(5) 0.026(5) C99 0.122(6) 0.100(5) 0.092(6) 0.028(5) 0.009(5) 0.034(5) C94 0.086(6) 0.095(5) 0.090(5) 0.003(4) -0.005(5) 0.044(5) C101 0.088(6) 0.096(5) 0.089(5) 0.001(4) -0.005(5) 0.040(5) C96 0.088(5) 0.089(5) 0.087(5) 0.004(4) 0.006(4) 0.026(5) C90 0.081(6) 0.072(5) 0.070(5) -0.005(4) 0.033(5) -0.003(5) C91 0.114(6) 0.089(5) 0.085(5) -0.007(5) 0.040(5) -0.007(5) C92 0.117(6) 0.094(5) 0.098(6) -0.002(5) 0.030(5) 0.011(5) C100 0.102(6) 0.093(5) 0.097(6) 0.006(5) 0.003(5) 0.039(5) N5 0.034(5) 0.029(4) 0.064(5) 0.006(5) 0.001(5) 0.003(4) C69 0.032(5) 0.031(5) 0.050(5) 0.006(4) 0.009(4) 0.002(4) C70 0.033(5) 0.033(5) 0.056(5) 0.004(4) 0.006(4) -0.002(4) C93 0.102(6) 0.090(5) 0.084(6) 0.016(5) -0.008(5) 0.050(5) C95 0.089(5) 0.089(5) 0.085(5) 0.002(4) 0.006(5) 0.023(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O12 C42 1.379(4) . ? O12 C44 1.437(4) . ? C1 C2 1.383(5) . ? C1 C6 1.398(5) . ? C1 C48 1.519(5) . ? O3 C6 1.389(4) . ? O3 C8 1.441(4) . ? C2 C3 1.386(5) . ? O6 C18 1.381(4) . ? O6 C20 1.427(4) . ? C3 C4 1.393(5) . ? C3 C7 1.481(6) . ? O10 C43 1.327(5) . ? C4 C5 1.385(5) . ? O11 C43 1.212(5) . ? C5 C6 1.396(5) . ? C5 C12 1.515(5) . ? O9 C30 1.387(4) . ? O9 C32 1.435(4) . ? O4 C19 1.324(5) . ? C7 O2 1.234(5) . ? C7 O1 1.295(5) . ? O5 C19 1.211(5) . ? C8 C9 1.506(5) . ? C9 C10 1.507(5) . ? C10 C11 1.505(6) . ? O7 C31 1.317(5) . ? C12 C13 1.524(5) . ? C13 C14 1.388(5) . ? C13 C18 1.405(5) . ? C14 C15 1.397(5) . ? C15 C16 1.395(5) . ? C15 C19 1.483(5) . ? C16 C17 1.385(5) . ? O8 C31 1.214(5) . ? C17 C18 1.398(5) . ? C17 C24 1.508(5) . ? C20 C21 1.510(6) . ? C21 C22 1.539(6) . ? C22 C23 1.475(7) . ? C24 C25 1.524(5) . ? C25 C26 1.383(5) . ? C25 C30 1.392(5) . ? N2 C63 1.318(6) . ? N2 C59 1.330(6) . ? C26 C27 1.393(5) . ? C27 C28 1.388(5) . ? C27 C31 1.480(6) . ? C28 C29 1.381(5) . ? C29 C30 1.397(5) . ? C29 C36 1.522(5) . ? C32 C33 1.503(5) . ? C33 C34 1.512(5) . ? C34 C35 1.512(6) . ? C36 C37 1.513(5) . ? C37 C38 1.388(5) . ? C37 C42 1.400(5) . ? C38 C39 1.402(5) . ? C39 C40 1.393(5) . ? C39 C43 1.483(5) . ? C40 C41 1.388(5) . ? N4 C68 1.323(10) . ? N4 C64 1.332(10) . ? C41 C42 1.394(5) . ? C41 C48 1.516(5) . ? C44 C45 1.514(5) . ? C45 C46 1.520(5) . ? C46 C47 1.524(6) . ? C49 N1 1.249(7) . ? C49 C50 1.309(8) . ? C50 C51 1.362(7) . ? C51 C52 1.371(8) . ? C52 C53 1.552(8) . ? N3 C58 1.321(6) . ? N3 C54 1.341(6) . ? C53 N1 1.289(7) . ? C54 C55 1.402(6) . ? C55 C56 1.375(7) . ? C56 C57 1.361(7) . ? C57 C58 1.362(6) . ? C59 C60 1.349(6) . ? C60 C61 1.327(8) . ? C61 C62 1.409(8) . ? C62 C63 1.370(7) . ? C64 C65 1.364(10) . ? C65 C66 1.364(11) . ? C66 C67 1.386(9) . ? C67 C68 1.374(8) . ? C71 C72 1.366(16) . ? C71 C70 1.373(19) . ? C72 C73 1.384(15) . ? C73 N5 1.360(18) . ? C74 C75 1.329(9) . ? C74 C76 1.367(8) 2 ? C75 C76 1.355(8) . ? C76 C74 1.367(8) 2 ? C97 C98 1.303(14) . ? C97 C96 1.324(17) . ? C98 C99 1.378(14) . ? C99 C93 1.416(15) . ? C94 C96 1.383(16) . ? C94 C93 1.399(17) . ? C101 C95 1.351(16) . ? C101 C100 1.379(16) . ? C90 C95 1.333(16) . ? C90 C91 1.380(13) . ? C91 C92 1.374(13) . ? C92 C100 1.391(15) . ? N5 C69 1.377(19) . ? C69 C70 1.38(2) . ? 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 C42 O12 C44 113.9(3) . . ? C2 C1 C6 117.8(3) . . ? C2 C1 C48 119.9(3) . . ? C6 C1 C48 122.1(3) . . ? C6 O3 C8 113.1(3) . . ? C1 C2 C3 121.6(3) . . ? C18 O6 C20 115.2(3) . . ? C2 C3 C4 118.9(3) . . ? C2 C3 C7 122.9(4) . . ? C4 C3 C7 118.2(4) . . ? C5 C4 C3 121.5(3) . . ? C4 C5 C6 117.7(3) . . ? C4 C5 C12 119.8(3) . . ? C6 C5 C12 122.5(3) . . ? C30 O9 C32 113.0(3) . . ? O3 C6 C5 118.6(3) . . ? O3 C6 C1 119.1(3) . . ? C5 C6 C1 122.2(3) . . ? O2 C7 O1 123.3(4) . . ? O2 C7 C3 121.8(4) . . ? O1 C7 C3 114.8(4) . . ? O3 C8 C9 107.8(3) . . ? C8 C9 C10 113.2(3) . . ? C11 C10 C9 113.7(3) . . ? C5 C12 C13 111.5(3) . . ? C14 C13 C18 117.4(3) . . ? C14 C13 C12 121.2(3) . . ? C18 C13 C12 121.1(3) . . ? C13 C14 C15 121.3(4) . . ? C16 C15 C14 119.2(3) . . ? C16 C15 C19 119.6(4) . . ? C14 C15 C19 121.1(4) . . ? C17 C16 C15 121.2(3) . . ? C16 C17 C18 117.8(3) . . ? C16 C17 C24 121.9(3) . . ? C18 C17 C24 120.3(3) . . ? O6 C18 C17 117.8(3) . . ? O6 C18 C13 119.8(3) . . ? C17 C18 C13 122.2(3) . . ? O5 C19 O4 123.3(4) . . ? O5 C19 C15 123.2(4) . . ? O4 C19 C15 113.5(4) . . ? O6 C20 C21 113.5(3) . . ? C20 C21 C22 111.5(4) . . ? C23 C22 C21 114.7(4) . . ? C17 C24 C25 110.1(3) . . ? C26 C25 C30 118.0(3) . . ? C26 C25 C24 120.2(3) . . ? C30 C25 C24 121.7(3) . . ? C63 N2 C59 118.6(4) . . ? C25 C26 C27 121.5(3) . . ? C28 C27 C26 118.4(3) . . ? C28 C27 C31 119.1(3) . . ? C26 C27 C31 122.4(3) . . ? C29 C28 C27 122.1(3) . . ? C28 C29 C30 117.5(3) . . ? C28 C29 C36 120.6(3) . . ? C30 C29 C36 121.9(3) . . ? O9 C30 C25 119.1(3) . . ? O9 C30 C29 118.7(3) . . ? C25 C30 C29 122.2(3) . . ? O8 C31 O7 123.0(4) . . ? O8 C31 C27 122.2(4) . . ? O7 C31 C27 114.7(4) . . ? O9 C32 C33 108.0(3) . . ? C32 C33 C34 114.1(3) . . ? C35 C34 C33 113.1(4) . . ? C37 C36 C29 113.0(3) . . ? C38 C37 C42 117.3(3) . . ? C38 C37 C36 120.5(3) . . ? C42 C37 C36 122.0(3) . . ? C37 C38 C39 121.2(4) . . ? C40 C39 C38 119.1(3) . . ? C40 C39 C43 119.8(4) . . ? C38 C39 C43 121.1(4) . . ? C41 C40 C39 121.1(3) . . ? C68 N4 C64 118.7(10) . . ? C40 C41 C42 117.7(3) . . ? C40 C41 C48 121.7(3) . . ? C42 C41 C48 120.5(3) . . ? O12 C42 C41 117.5(3) . . ? O12 C42 C37 119.8(3) . . ? C41 C42 C37 122.6(3) . . ? O11 C43 O10 123.8(4) . . ? O11 C43 C39 123.2(4) . . ? O10 C43 C39 113.0(4) . . ? O12 C44 C45 113.5(3) . . ? C44 C45 C46 111.0(3) . . ? C45 C46 C47 113.2(3) . . ? C41 C48 C1 110.8(3) . . ? N1 C49 C50 121.6(7) . . ? C49 C50 C51 121.8(6) . . ? C50 C51 C52 119.9(5) . . ? C51 C52 C53 114.2(5) . . ? C58 N3 C54 118.4(4) . . ? N1 C53 C52 116.1(5) . . ? N3 C54 C55 121.9(4) . . ? C56 C55 C54 117.9(5) . . ? C57 C56 C55 119.3(4) . . ? C56 C57 C58 119.8(5) . . ? C49 N1 C53 126.1(5) . . ? N3 C58 C57 122.8(5) . . ? N2 C59 C60 123.7(5) . . ? C61 C60 C59 118.5(5) . . ? C60 C61 C62 119.8(5) . . ? C63 C62 C61 117.8(5) . . ? N2 C63 C62 121.6(5) . . ? N4 C64 C65 122.7(12) . . ? C66 C65 C64 118.9(14) . . ? C65 C66 C67 119.0(9) . . ? C68 C67 C66 118.6(6) . . ? N4 C68 C67 122.1(8) . . ? C72 C71 C70 120(2) . . ? C71 C72 C73 119.1(15) . . ? N5 C73 C72 122.5(18) . . ? C75 C74 C76 120.9(6) . 2 ? C74 C75 C76 116.7(6) . . ? C75 C76 C74 122.4(6) . 2 ? C98 C97 C96 127.8(18) . . ? C97 C98 C99 124.3(15) . . ? C98 C99 C93 113.3(15) . . ? C96 C94 C93 127(2) . . ? C95 C101 C100 112(2) . . ? C97 C96 C94 110(2) . . ? C95 C90 C91 111.7(15) . . ? C92 C91 C90 123.2(12) . . ? C91 C92 C100 118.4(15) . . ? C101 C100 C92 122(2) . . ? C73 N5 C69 117(3) . . ? N5 C69 C70 121(3) . . ? C71 C70 C69 120(3) . . ? C94 C93 C99 117.6(19) . . ? C90 C95 C101 132(2) . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 21.46 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.920 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.053