# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'John E. Anthony' _publ_contact_author_address ; Department of Chemistry & Advanced Carbon Materials Centre Lexington University of Kentucky Lexington KY 40506-0055 UNITED STATES OF AMERICA ; _publ_contact_author_email ANTHONY@UKY.EDU _publ_section_title ; A new functionalization strategy for pentacene ; loop_ _publ_author_name 'John E Anthony' 'Ronald C. Bakus II' 'Johannes Gierschner' 'Chad A. Landis' 'Sean Parkin' ; J.B.Sherman ; data_k06222 _database_code_depnum_ccdc_archive 'CCDC 655471' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H46 O4' _chemical_formula_sum 'C40 H46 O4' _chemical_formula_weight 590.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 17.5364(3) _cell_length_b 17.7901(3) _cell_length_c 21.6203(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.9578(8) _cell_angle_gamma 90.00 _cell_volume 6545.8(2) _cell_formula_units_Z 8 _cell_measurement_temperature 90.0(2) _cell_measurement_reflns_used 12368 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2544 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.979 _exptl_absorpt_correction_T_max 0.994 _exptl_absorpt_process_details 'Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method '\w scans at fixed \c = 55\%' _diffrn_detector_area_resol_mean 18 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23458 _diffrn_reflns_av_R_equivalents 0.1166 _diffrn_reflns_av_sigmaI/netI 0.1559 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 25.33 _reflns_number_total 11938 _reflns_number_gt 4769 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL (Sheldrick, 1994)' _computing_publication_material ; SHELX97-2 (Sheldrick, 1997) and local procedures ; _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 required in this model. These were included so as to ensure that the disordered parts of one butyl group on one of the molecules maintained chemically sensible geometries and physically reasonable displacement parameters. The restraints used were: "SAME" - Used to ensure that equivalent bond lengths and angles remain similar in the disordered parts. "SADI" - Used to ensure that equivalent bonds remain similar. "SIMU" - Used to ensure that the progession of equivalent isotropic U values along the disordered butyl group parts remain similar. "DELU" - Used to ensure that the components of anisotropic displacement parameters along a given bond do not change by any large amount from atom to atom. "ISOR" - Used as a precaution to ensure that the individual elements of the symmetric 3x3 matrices used to describe displacement parameters for each of the disordered atoms did not refine to values that would have rendered any of the matrices non-positive definite. In other words, the restraint effectively ensures that all of the eigenvalues of the 3x3 matrices are real and positive. The first carbon atom in this disordered butyl did not appear to be disordered, but it was split into two parts (and constrained using EXYZ and EADP) to facilitate addition of hydrogen atoms. ; _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^)+(0.0669P)^2^] 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 11938 _refine_ls_number_parameters 814 _refine_ls_number_restraints 100 _refine_ls_R_factor_all 0.1993 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1585 _refine_ls_wR_factor_gt 0.1152 _refine_ls_goodness_of_fit_ref 0.927 _refine_ls_restrained_S_all 0.923 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 0.31498(12) 0.86265(11) 0.50838(9) 0.0344(6) Uani 1 1 d . . . O2A O 0.26234(12) 0.85642(11) 0.59713(9) 0.0342(6) Uani 1 1 d . . . O3A O -0.31998(11) 0.30251(11) 0.27219(9) 0.0337(6) Uani 1 1 d . . . O4A O -0.26742(12) 0.30929(11) 0.18343(9) 0.0327(6) Uani 1 1 d . . . C1A C 0.01592(17) 0.59929(15) 0.33203(14) 0.0225(8) Uani 1 1 d . . . H1A H 0.0317 0.6073 0.2935 0.027 Uiso 1 1 calc R . . C2A C 0.05460(17) 0.63847(15) 0.38689(14) 0.0206(7) Uani 1 1 d . . . C3A C 0.11827(17) 0.68748(15) 0.38794(14) 0.0232(8) Uani 1 1 d . . . H3A H 0.1358 0.6938 0.3500 0.028 Uiso 1 1 calc R . . C4A C 0.15614(18) 0.72661(16) 0.44174(14) 0.0256(8) Uani 1 1 d . . . C5A C 0.22131(17) 0.77625(16) 0.44258(14) 0.0274(8) Uani 1 1 d . . . H5A H 0.2418 0.7818 0.4060 0.033 Uiso 1 1 calc R . . C6A C 0.25224(18) 0.81422(16) 0.49597(15) 0.0272(8) Uani 1 1 d . . . C7A C 0.22212(18) 0.80820(16) 0.55105(14) 0.0266(8) Uani 1 1 d . . . C8A C 0.16417(17) 0.76109(16) 0.55501(14) 0.0264(8) Uani 1 1 d . . . H8A H 0.1469 0.7564 0.5933 0.032 Uiso 1 1 calc R . . C9A C 0.12875(17) 0.71766(16) 0.49934(14) 0.0251(8) Uani 1 1 d . . . C10A C 0.06790(18) 0.66879(16) 0.49917(14) 0.0270(8) Uani 1 1 d . . . H10A H 0.0511 0.6623 0.5374 0.032 Uiso 1 1 calc R . . C11A C 0.02933(18) 0.62779(16) 0.44452(14) 0.0250(8) Uani 1 1 d . . . C12A C -0.03278(17) 0.57853(16) 0.44432(14) 0.0272(8) Uani 1 1 d . . . H12A H -0.0497 0.5720 0.4825 0.033 Uiso 1 1 calc R . . C13A C -0.07095(17) 0.53854(16) 0.39006(14) 0.0236(8) Uani 1 1 d . . . C14A C -0.13386(17) 0.48820(15) 0.38905(14) 0.0249(8) Uani 1 1 d . . . H14A H -0.1525 0.4828 0.4266 0.030 Uiso 1 1 calc R . . C15A C -0.16924(17) 0.44672(16) 0.33611(14) 0.0220(8) Uani 1 1 d . . . C16A C -0.23238(17) 0.39514(16) 0.33637(14) 0.0275(8) Uani 1 1 d . . . H16A H -0.2534 0.3900 0.3728 0.033 Uiso 1 1 calc R . . C17A C -0.26053(18) 0.35465(17) 0.28366(15) 0.0267(8) Uani 1 1 d . . . C18A C -0.23079(18) 0.36019(17) 0.22848(14) 0.0249(8) Uani 1 1 d . . . C19A C -0.17379(17) 0.40917(16) 0.22442(14) 0.0237(8) Uani 1 1 d . . . H19A H -0.1556 0.4132 0.1866 0.028 Uiso 1 1 calc R . . C20A C -0.14110(17) 0.45537(16) 0.27908(14) 0.0241(8) Uani 1 1 d . . . C21A C -0.08204(17) 0.50620(16) 0.27794(14) 0.0240(8) Uani 1 1 d . . . H21A H -0.0656 0.5128 0.2395 0.029 Uiso 1 1 calc R . . C22A C -0.04508(17) 0.54883(15) 0.33222(14) 0.0213(8) Uani 1 1 d . . . C23A C 0.32413(19) 0.89215(17) 0.57299(15) 0.0308(8) Uani 1 1 d . . . C24A C 0.31194(18) 0.97607(17) 0.57074(15) 0.0362(9) Uani 1 1 d . . . H24A H 0.3565 0.9996 0.5573 0.043 Uiso 1 1 calc R . . H24B H 0.3139 0.9938 0.6145 0.043 Uiso 1 1 calc R . . C25A C 0.23616(19) 1.00442(17) 0.52709(15) 0.0374(9) Uani 1 1 d . . . H25A H 0.1909 0.9814 0.5400 0.045 Uiso 1 1 calc R . . H25B H 0.2340 0.9884 0.4829 0.045 Uiso 1 1 calc R . . C26A C 0.2291(2) 1.08954(18) 0.52895(15) 0.0433(10) Uani 1 1 d . . . H26A H 0.2310 1.1052 0.5732 0.052 Uiso 1 1 calc R . . H26B H 0.2749 1.1122 0.5167 0.052 Uiso 1 1 calc R . . C27A C 0.1545(2) 1.12030(19) 0.48540(17) 0.0581(11) Uani 1 1 d . . . H27A H 0.1519 1.1051 0.4414 0.087 Uiso 1 1 calc R . . H27B H 0.1546 1.1753 0.4881 0.087 Uiso 1 1 calc R . . H27C H 0.1087 1.1004 0.4986 0.087 Uiso 1 1 calc R . . C28A C 0.40266(18) 0.86848(17) 0.61520(14) 0.0345(9) Uani 1 1 d . . . H28A H 0.4063 0.8881 0.6587 0.041 Uiso 1 1 calc R . . H28B H 0.4449 0.8926 0.5990 0.041 Uiso 1 1 calc R . . C29A C 0.41795(18) 0.78447(17) 0.61978(14) 0.0355(9) Uani 1 1 d . . . H29A H 0.4266 0.7661 0.5788 0.043 Uiso 1 1 calc R . . H29B H 0.3711 0.7585 0.6274 0.043 Uiso 1 1 calc R . . C30A C 0.48951(19) 0.76489(18) 0.67351(15) 0.0405(9) Uani 1 1 d . . . H30A H 0.5369 0.7881 0.6643 0.049 Uiso 1 1 calc R . . H30B H 0.4824 0.7866 0.7139 0.049 Uiso 1 1 calc R . . C31A C 0.5026(2) 0.68025(18) 0.68195(16) 0.0525(11) Uani 1 1 d . . . H31A H 0.4546 0.6564 0.6880 0.079 Uiso 1 1 calc R . . H31B H 0.5458 0.6707 0.7193 0.079 Uiso 1 1 calc R . . H31C H 0.5159 0.6593 0.6439 0.079 Uiso 1 1 calc R . . C32A C -0.32439(19) 0.26851(17) 0.20966(15) 0.0312(8) Uani 1 1 d . . . C33A C -0.29987(18) 0.18677(16) 0.21929(14) 0.0310(8) Uani 1 1 d . . . H33A H -0.3379 0.1603 0.2388 0.037 Uiso 1 1 calc R . . H33B H -0.3034 0.1638 0.1770 0.037 Uiso 1 1 calc R . . C34A C -0.21808(18) 0.17330(16) 0.26032(14) 0.0342(9) Uani 1 1 d . . . H34A H -0.2129 0.1990 0.3017 0.041 Uiso 1 1 calc R . . H34B H -0.1793 0.1958 0.2392 0.041 Uiso 1 1 calc R . . C35A C -0.1992(2) 0.09072(17) 0.27227(16) 0.0424(10) Uani 1 1 d . . . H35A H -0.1976 0.0663 0.2315 0.051 Uiso 1 1 calc R . . H35B H -0.2418 0.0667 0.2881 0.051 Uiso 1 1 calc R . . C36A C -0.1214(2) 0.07750(18) 0.32011(17) 0.0554(11) Uani 1 1 d . . . H36A H -0.0790 0.1010 0.3047 0.083 Uiso 1 1 calc R . . H36B H -0.1117 0.0233 0.3253 0.083 Uiso 1 1 calc R . . H36C H -0.1234 0.0996 0.3612 0.083 Uiso 1 1 calc R . . C37A C -0.40474(18) 0.28050(17) 0.16713(15) 0.0364(9) Uani 1 1 d . . . H37A H -0.4437 0.2563 0.1871 0.044 Uiso 1 1 calc R . . H37B H -0.4073 0.2546 0.1262 0.044 Uiso 1 1 calc R . . C38A C -0.42875(19) 0.36193(17) 0.15308(16) 0.0433(10) Uani 1 1 d . . . H38A H -0.3890 0.3875 0.1349 0.052 Uiso 1 1 calc R . . H38B H -0.4303 0.3876 0.1934 0.052 Uiso 1 1 calc R . . C39A C -0.5093(2) 0.3683(2) 0.10631(19) 0.0659(13) Uani 1 1 d . . . H39A H -0.5084 0.3398 0.0671 0.079 Uiso 1 1 calc R . . H39B H -0.5493 0.3449 0.1256 0.079 Uiso 1 1 calc R . . C40A C -0.5329(2) 0.4484(2) 0.0885(2) 0.0853(15) Uani 1 1 d . . . H40A H -0.5349 0.4768 0.1270 0.128 Uiso 1 1 calc R . . H40B H -0.5848 0.4491 0.0587 0.128 Uiso 1 1 calc R . . H40C H -0.4943 0.4715 0.0683 0.128 Uiso 1 1 calc R . . O1B O 0.27574(12) 0.68742(11) 0.29735(9) 0.0336(6) Uani 1 1 d . . . O2B O 0.30439(12) 0.71070(11) 0.19938(9) 0.0374(6) Uani 1 1 d . . . O3B O -0.22547(12) 0.09829(11) -0.08310(9) 0.0352(6) Uani 1 1 d . A . O4B O -0.27054(12) 0.08810(11) 0.00907(9) 0.0330(6) Uani 1 1 d . A . C1B C -0.00758(17) 0.39220(15) 0.16221(14) 0.0237(8) Uani 1 1 d . . . H1B H -0.0192 0.3833 0.2023 0.028 Uiso 1 1 calc R . . C2B C 0.04562(17) 0.44893(16) 0.15721(14) 0.0226(8) Uani 1 1 d . . . C3B C 0.08478(17) 0.49276(16) 0.20987(14) 0.0245(8) Uani 1 1 d . . . H3B H 0.0741 0.4834 0.2502 0.029 Uiso 1 1 calc R . . C4B C 0.13758(17) 0.54828(16) 0.20536(14) 0.0233(8) Uani 1 1 d . . . C5B C 0.17946(17) 0.58984(16) 0.26018(14) 0.0242(8) Uani 1 1 d . . . H5B H 0.1707 0.5803 0.3011 0.029 Uiso 1 1 calc R . . C6B C 0.23074(18) 0.64191(17) 0.25228(15) 0.0263(8) Uani 1 1 d . . . C7B C 0.24699(17) 0.65694(16) 0.19237(15) 0.0264(8) Uani 1 1 d . . . C8B C 0.21019(18) 0.62125(16) 0.13903(15) 0.0305(8) Uani 1 1 d . . . H8B H 0.2211 0.6332 0.0992 0.037 Uiso 1 1 calc R . . C9B C 0.15339(18) 0.56405(16) 0.14365(14) 0.0258(8) Uani 1 1 d . . . C10B C 0.11580(17) 0.52123(16) 0.09233(14) 0.0278(8) Uani 1 1 d . . . H10B H 0.1261 0.5312 0.0520 0.033 Uiso 1 1 calc R . . C11B C 0.06294(17) 0.46350(16) 0.09689(14) 0.0235(8) Uani 1 1 d . . . C12B C 0.02772(17) 0.41787(16) 0.04509(14) 0.0261(8) Uani 1 1 d . . . H12B H 0.0396 0.4266 0.0051 0.031 Uiso 1 1 calc R . . C13B C -0.02406(17) 0.36018(16) 0.04999(14) 0.0232(8) Uani 1 1 d . . . C14B C -0.05768(17) 0.31254(16) -0.00165(14) 0.0267(8) Uani 1 1 d . . . H14B H -0.0443 0.3199 -0.0413 0.032 Uiso 1 1 calc R . . C15B C -0.10944(17) 0.25553(16) 0.00360(14) 0.0265(8) Uani 1 1 d . . . C16B C -0.14015(17) 0.20563(16) -0.04887(14) 0.0283(8) Uani 1 1 d . . . H16B H -0.1250 0.2103 -0.0880 0.034 Uiso 1 1 calc R . . C17B C -0.19067(17) 0.15256(17) -0.04063(14) 0.0260(8) Uani 1 1 d . . . C18B C -0.21676(18) 0.14551(16) 0.01612(15) 0.0259(8) Uani 1 1 d . . . C19B C -0.18914(17) 0.18902(16) 0.06713(14) 0.0252(8) Uani 1 1 d . . . H19B H -0.2066 0.1825 0.1051 0.030 Uiso 1 1 calc R . . C20B C -0.13240(17) 0.24569(16) 0.06290(14) 0.0232(8) Uani 1 1 d . . . C21B C -0.09884(16) 0.29100(15) 0.11385(14) 0.0242(8) Uani 1 1 d . . . H21B H -0.1130 0.2836 0.1531 0.029 Uiso 1 1 calc R . . C22B C -0.04421(17) 0.34799(16) 0.10995(14) 0.0210(8) Uani 1 1 d . . . C23B C 0.32559(19) 0.73250(18) 0.26651(15) 0.0349(9) Uani 1 1 d . . . C24B C 0.40994(18) 0.71087(17) 0.29495(15) 0.0361(9) Uani 1 1 d . . . H24C H 0.4236 0.7253 0.3405 0.043 Uiso 1 1 calc R . . H24D H 0.4440 0.7404 0.2735 0.043 Uiso 1 1 calc R . . C25B C 0.42860(19) 0.62810(17) 0.29004(16) 0.0415(10) Uani 1 1 d . . . H25C H 0.4177 0.6139 0.2445 0.050 Uiso 1 1 calc R . . H25D H 0.3933 0.5981 0.3100 0.050 Uiso 1 1 calc R . . C26B C 0.51351(19) 0.60842(18) 0.32192(17) 0.0449(10) Uani 1 1 d . . . H26C H 0.5487 0.6364 0.3006 0.054 Uiso 1 1 calc R . . H26D H 0.5252 0.6249 0.3670 0.054 Uiso 1 1 calc R . . C27B C 0.5307(2) 0.52501(18) 0.31969(18) 0.0590(12) Uani 1 1 d . . . H27D H 0.5008 0.4975 0.3453 0.088 Uiso 1 1 calc R . . H27E H 0.5870 0.5162 0.3368 0.088 Uiso 1 1 calc R . . H27F H 0.5153 0.5074 0.2755 0.088 Uiso 1 1 calc R . . C28B C 0.30576(18) 0.81458(17) 0.27111(15) 0.0347(9) Uani 1 1 d . . . H28C H 0.3407 0.8449 0.2512 0.042 Uiso 1 1 calc R . . H28D H 0.3165 0.8289 0.3167 0.042 Uiso 1 1 calc R . . C29B C 0.22113(19) 0.83377(18) 0.23943(16) 0.0445(10) Uani 1 1 d . . . H29C H 0.1862 0.8016 0.2579 0.053 Uiso 1 1 calc R . . H29D H 0.2112 0.8217 0.1935 0.053 Uiso 1 1 calc R . . C30B C 0.1998(2) 0.91548(19) 0.24650(18) 0.0527(11) Uani 1 1 d . . . H30C H 0.1492 0.9264 0.2160 0.063 Uiso 1 1 calc R . . H30D H 0.2404 0.9479 0.2353 0.063 Uiso 1 1 calc R . . C31B C 0.1930(2) 0.93540(19) 0.31331(19) 0.0675(13) Uani 1 1 d . . . H31D H 0.1520 0.9044 0.3245 0.101 Uiso 1 1 calc R . . H31E H 0.1791 0.9886 0.3148 0.101 Uiso 1 1 calc R . . H31F H 0.2433 0.9260 0.3438 0.101 Uiso 1 1 calc R . . C32B C -0.2785(2) 0.05545(17) -0.05365(15) 0.0325(9) Uani 1 1 d D . . C33B C -0.36048(18) 0.06711(16) -0.09297(14) 0.0301(8) Uani 1 1 d . A . H33C H -0.3969 0.0368 -0.0745 0.036 Uiso 1 1 calc R . . H33D H -0.3637 0.0480 -0.1365 0.036 Uiso 1 1 calc R . . C34B C -0.38792(18) 0.14880(16) -0.09752(14) 0.0331(9) Uani 1 1 d . . . H34C H -0.3914 0.1661 -0.0548 0.040 Uiso 1 1 calc R A . H34D H -0.3483 0.1803 -0.1110 0.040 Uiso 1 1 calc R . . C35B C -0.46713(18) 0.16003(17) -0.14407(15) 0.0369(9) Uani 1 1 d . A . H35C H -0.5068 0.1285 -0.1306 0.044 Uiso 1 1 calc R . . H35D H -0.4637 0.1429 -0.1869 0.044 Uiso 1 1 calc R . . C36B C -0.49422(19) 0.24158(18) -0.14835(15) 0.0474(10) Uani 1 1 d . . . H36D H -0.5000 0.2583 -0.1065 0.071 Uiso 1 1 calc R A . H36E H -0.5449 0.2458 -0.1795 0.071 Uiso 1 1 calc R . . H36F H -0.4553 0.2731 -0.1618 0.071 Uiso 1 1 calc R . . C37B C -0.25127(19) -0.02574(17) -0.04615(15) 0.0405(9) Uani 0.689(7) 1 d PDU A 1 H37C H -0.2438 -0.0441 -0.0875 0.049 Uiso 0.689(7) 1 calc PR A 1 H37D H -0.2928 -0.0567 -0.0348 0.049 Uiso 0.689(7) 1 calc PR A 1 C38B C -0.1735(3) -0.0364(3) 0.0056(3) 0.0344(15) Uani 0.689(7) 1 d PU A 1 H38C H -0.1323 -0.0047 -0.0056 0.041 Uiso 0.689(7) 1 calc PR A 1 H38D H -0.1813 -0.0182 0.0469 0.041 Uiso 0.689(7) 1 calc PR A 1 C39B C -0.1440(3) -0.1175(3) 0.0138(3) 0.0445(18) Uani 0.689(7) 1 d PDU A 1 H39C H -0.1871 -0.1501 0.0205 0.053 Uiso 0.689(7) 1 calc PR A 1 H39D H -0.1005 -0.1207 0.0526 0.053 Uiso 0.689(7) 1 calc PR A 1 C40B C -0.1152(4) -0.1478(3) -0.0427(3) 0.056(2) Uani 0.689(7) 1 d PDU A 1 H40D H -0.1588 -0.1481 -0.0809 0.084 Uiso 0.689(7) 1 calc PR A 1 H40E H -0.0954 -0.1991 -0.0335 0.084 Uiso 0.689(7) 1 calc PR A 1 H40F H -0.0729 -0.1156 -0.0501 0.084 Uiso 0.689(7) 1 calc PR A 1 C37C C -0.25127(19) -0.02574(17) -0.04615(15) 0.0405(9) Uani 0.311(7) 1 d PDU A 2 H37E H -0.2699 -0.0523 -0.0873 0.049 Uiso 0.311(7) 1 calc PR A 2 H37F H -0.2746 -0.0508 -0.0142 0.049 Uiso 0.311(7) 1 calc PR A 2 C38C C -0.1593(8) -0.0314(8) -0.0244(7) 0.045(4) Uiso 0.311(7) 1 d PU A 2 H38E H -0.1351 -0.0021 -0.0537 0.054 Uiso 0.311(7) 1 calc PR A 2 H38F H -0.1405 -0.0108 0.0191 0.054 Uiso 0.311(7) 1 calc PR A 2 C39C C -0.1362(9) -0.1142(10) -0.0254(9) 0.063(5) Uiso 0.311(7) 1 d PDU A 2 H39E H -0.1600 -0.1436 0.0040 0.076 Uiso 0.311(7) 1 calc PR A 2 H39F H -0.1550 -0.1351 -0.0689 0.076 Uiso 0.311(7) 1 calc PR A 2 C40C C -0.0477(7) -0.1185(7) -0.0047(7) 0.075(5) Uiso 0.311(7) 1 d PDU A 2 H40G H -0.0309 -0.1708 -0.0068 0.112 Uiso 0.311(7) 1 calc PR A 2 H40H H -0.0300 -0.1001 0.0391 0.112 Uiso 0.311(7) 1 calc PR A 2 H40I H -0.0247 -0.0875 -0.0330 0.112 Uiso 0.311(7) 1 calc PR A 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 O1A 0.0393(15) 0.0348(14) 0.0296(14) -0.0089(11) 0.0093(12) -0.0130(12) O2A 0.0392(15) 0.0336(14) 0.0305(14) -0.0073(11) 0.0098(12) -0.0122(12) O3A 0.0322(14) 0.0318(14) 0.0383(15) -0.0063(11) 0.0107(12) -0.0119(11) O4A 0.0354(14) 0.0321(14) 0.0299(13) -0.0033(11) 0.0069(11) -0.0134(11) C1A 0.027(2) 0.0188(18) 0.0220(19) 0.0015(15) 0.0052(16) 0.0019(16) C2A 0.0203(19) 0.0150(17) 0.0245(19) -0.0007(15) 0.0014(16) 0.0026(15) C3A 0.027(2) 0.0208(19) 0.0223(19) 0.0001(15) 0.0073(16) 0.0027(16) C4A 0.034(2) 0.0191(19) 0.024(2) 0.0033(16) 0.0074(17) 0.0021(16) C5A 0.028(2) 0.0249(19) 0.030(2) 0.0003(17) 0.0072(17) -0.0027(16) C6A 0.030(2) 0.024(2) 0.027(2) -0.0024(17) 0.0053(17) -0.0056(17) C7A 0.034(2) 0.021(2) 0.023(2) -0.0043(16) 0.0032(17) -0.0040(17) C8A 0.028(2) 0.0280(19) 0.0235(19) -0.0019(16) 0.0073(16) -0.0045(17) C9A 0.025(2) 0.0189(19) 0.030(2) 0.0007(16) 0.0044(17) -0.0030(16) C10A 0.033(2) 0.0262(19) 0.022(2) -0.0043(16) 0.0076(17) -0.0020(17) C11A 0.025(2) 0.0209(19) 0.028(2) 0.0016(16) 0.0056(17) 0.0006(16) C12A 0.031(2) 0.0265(19) 0.025(2) -0.0021(16) 0.0091(17) -0.0020(17) C13A 0.022(2) 0.0204(19) 0.028(2) -0.0008(16) 0.0043(17) 0.0016(16) C14A 0.027(2) 0.0253(19) 0.025(2) -0.0021(16) 0.0111(16) 0.0008(16) C15A 0.0212(19) 0.0201(18) 0.025(2) 0.0005(16) 0.0059(16) -0.0001(15) C16A 0.031(2) 0.028(2) 0.024(2) -0.0043(16) 0.0081(17) -0.0047(17) C17A 0.023(2) 0.0220(19) 0.034(2) 0.0041(17) 0.0048(17) -0.0030(16) C18A 0.026(2) 0.0221(19) 0.024(2) 0.0016(16) 0.0006(17) -0.0002(17) C19A 0.027(2) 0.0255(19) 0.0182(19) 0.0005(16) 0.0037(16) -0.0018(16) C20A 0.022(2) 0.0224(19) 0.028(2) 0.0035(16) 0.0053(17) 0.0038(16) C21A 0.023(2) 0.0236(19) 0.024(2) 0.0018(16) 0.0040(16) 0.0015(16) C22A 0.0234(19) 0.0158(18) 0.025(2) 0.0010(16) 0.0053(16) 0.0044(16) C23A 0.034(2) 0.034(2) 0.025(2) -0.0053(17) 0.0092(18) -0.0102(17) C24A 0.041(2) 0.033(2) 0.035(2) -0.0084(17) 0.0108(19) -0.0104(18) C25A 0.040(2) 0.034(2) 0.038(2) -0.0015(18) 0.0084(19) -0.0010(18) C26A 0.053(3) 0.041(2) 0.036(2) -0.0004(19) 0.010(2) -0.004(2) C27A 0.057(3) 0.048(3) 0.065(3) 0.002(2) 0.008(2) 0.002(2) C28A 0.038(2) 0.040(2) 0.026(2) -0.0079(17) 0.0077(18) -0.0094(18) C29A 0.039(2) 0.033(2) 0.035(2) -0.0020(18) 0.0101(19) -0.0056(18) C30A 0.036(2) 0.046(2) 0.039(2) -0.0019(19) 0.0072(19) -0.0007(19) C31A 0.045(3) 0.049(3) 0.061(3) 0.002(2) 0.010(2) 0.003(2) C32A 0.035(2) 0.028(2) 0.030(2) -0.0053(17) 0.0074(18) -0.0074(17) C33A 0.034(2) 0.029(2) 0.031(2) -0.0045(16) 0.0113(17) -0.0082(17) C34A 0.038(2) 0.032(2) 0.032(2) 0.0004(17) 0.0079(18) -0.0063(18) C35A 0.046(2) 0.028(2) 0.053(3) -0.0015(19) 0.011(2) -0.0056(18) C36A 0.058(3) 0.033(2) 0.072(3) 0.006(2) 0.010(2) 0.005(2) C37A 0.033(2) 0.035(2) 0.038(2) 0.0041(18) 0.0020(18) -0.0117(17) C38A 0.037(2) 0.037(2) 0.054(3) 0.001(2) 0.007(2) -0.0116(19) C39A 0.039(3) 0.048(3) 0.097(3) 0.009(2) -0.010(2) -0.003(2) C40A 0.052(3) 0.072(3) 0.113(4) 0.025(3) -0.016(3) -0.004(2) O1B 0.0340(14) 0.0327(14) 0.0323(14) -0.0066(11) 0.0046(11) -0.0119(12) O2B 0.0404(15) 0.0384(14) 0.0328(14) -0.0074(12) 0.0078(12) -0.0229(12) O3B 0.0371(15) 0.0364(14) 0.0334(14) -0.0112(12) 0.0111(12) -0.0136(12) O4B 0.0394(15) 0.0283(13) 0.0301(14) -0.0058(11) 0.0062(11) -0.0134(11) C1B 0.0229(19) 0.0213(19) 0.026(2) 0.0018(16) 0.0048(16) -0.0014(16) C2B 0.0208(19) 0.0224(19) 0.024(2) -0.0009(16) 0.0043(16) 0.0026(16) C3B 0.029(2) 0.0218(19) 0.024(2) 0.0003(16) 0.0085(16) 0.0022(16) C4B 0.025(2) 0.0186(19) 0.024(2) 0.0031(16) 0.0013(16) 0.0000(16) C5B 0.027(2) 0.0221(19) 0.0232(19) 0.0000(16) 0.0050(16) -0.0013(16) C6B 0.028(2) 0.0233(19) 0.026(2) -0.0071(17) 0.0027(17) -0.0058(17) C7B 0.026(2) 0.025(2) 0.029(2) -0.0010(17) 0.0057(17) -0.0087(16) C8B 0.032(2) 0.031(2) 0.030(2) -0.0019(17) 0.0111(18) -0.0091(17) C9B 0.031(2) 0.0205(19) 0.025(2) -0.0014(16) 0.0049(17) -0.0013(16) C10B 0.033(2) 0.031(2) 0.0208(19) -0.0009(16) 0.0088(17) -0.0036(17) C11B 0.0188(19) 0.0231(19) 0.027(2) -0.0003(16) 0.0027(16) -0.0014(15) C12B 0.026(2) 0.029(2) 0.0230(19) -0.0009(17) 0.0069(16) -0.0058(17) C13B 0.0232(19) 0.0245(19) 0.023(2) -0.0044(16) 0.0076(16) -0.0016(16) C14B 0.028(2) 0.027(2) 0.028(2) -0.0025(17) 0.0128(16) -0.0012(17) C15B 0.025(2) 0.024(2) 0.029(2) -0.0021(16) 0.0040(17) -0.0017(16) C16B 0.031(2) 0.030(2) 0.025(2) -0.0098(17) 0.0093(16) -0.0047(17) C17B 0.024(2) 0.027(2) 0.025(2) -0.0082(17) 0.0017(17) -0.0064(17) C18B 0.028(2) 0.0193(19) 0.030(2) 0.0033(17) 0.0054(17) -0.0009(16) C19B 0.029(2) 0.0248(19) 0.0219(19) -0.0011(16) 0.0063(16) -0.0015(16) C20B 0.0223(19) 0.0182(18) 0.029(2) 0.0018(16) 0.0058(16) -0.0006(15) C21B 0.029(2) 0.0203(18) 0.0232(19) -0.0014(16) 0.0062(16) 0.0021(16) C22B 0.0197(19) 0.0185(18) 0.0235(19) 0.0011(16) 0.0025(16) 0.0020(15) C23B 0.034(2) 0.034(2) 0.036(2) -0.0030(18) 0.0059(18) -0.0146(18) C24B 0.035(2) 0.035(2) 0.038(2) -0.0025(17) 0.0075(18) -0.0098(18) C25B 0.038(2) 0.032(2) 0.052(2) 0.0026(18) 0.007(2) -0.0092(18) C26B 0.040(2) 0.042(2) 0.053(3) -0.0060(19) 0.012(2) -0.0052(19) C27B 0.056(3) 0.040(3) 0.078(3) 0.004(2) 0.010(2) 0.001(2) C28B 0.032(2) 0.035(2) 0.034(2) -0.0015(17) 0.0014(17) -0.0095(17) C29B 0.041(2) 0.039(2) 0.050(2) 0.0043(19) 0.006(2) -0.0086(19) C30B 0.043(3) 0.037(2) 0.070(3) 0.010(2) -0.002(2) -0.0099(19) C31B 0.061(3) 0.042(3) 0.096(4) -0.011(3) 0.013(3) -0.001(2) C32B 0.043(2) 0.025(2) 0.029(2) -0.0094(17) 0.0091(19) -0.0077(18) C33B 0.035(2) 0.030(2) 0.0238(19) -0.0047(16) 0.0047(17) -0.0097(17) C34B 0.033(2) 0.033(2) 0.032(2) -0.0024(17) 0.0052(18) -0.0043(17) C35B 0.035(2) 0.042(2) 0.033(2) -0.0027(18) 0.0085(18) -0.0019(18) C36B 0.046(2) 0.049(2) 0.047(2) 0.006(2) 0.0084(19) 0.009(2) C37B 0.038(2) 0.035(2) 0.047(2) -0.0094(18) 0.0078(19) -0.0061(18) C38B 0.035(3) 0.028(3) 0.039(4) 0.002(3) 0.007(3) -0.009(2) C39B 0.054(4) 0.038(3) 0.037(4) -0.002(3) 0.003(3) 0.003(3) C40B 0.067(5) 0.052(4) 0.048(4) -0.001(3) 0.015(3) 0.006(3) C37C 0.038(2) 0.035(2) 0.047(2) -0.0094(18) 0.0078(19) -0.0061(18) _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 O1A C6A 1.372(3) . ? O1A C23A 1.464(3) . ? O2A C7A 1.374(3) . ? O2A C23A 1.457(3) . ? O3A C17A 1.373(3) . ? O3A C32A 1.466(3) . ? O4A C18A 1.371(3) . ? O4A C32A 1.456(3) . ? C1A C22A 1.397(4) . ? C1A C2A 1.402(4) . ? C1A H1A 0.9500 . ? C2A C3A 1.412(4) . ? C2A C11A 1.432(4) . ? C3A C4A 1.381(4) . ? C3A H3A 0.9500 . ? C4A C5A 1.441(4) . ? C4A C9A 1.447(4) . ? C5A C6A 1.334(4) . ? C5A H5A 0.9500 . ? C6A C7A 1.418(4) . ? C7A C8A 1.336(4) . ? C8A C9A 1.439(4) . ? C8A H8A 0.9500 . ? C9A C10A 1.376(4) . ? C10A C11A 1.414(4) . ? C10A H10A 0.9500 . ? C11A C12A 1.397(4) . ? C12A C13A 1.397(4) . ? C12A H12A 0.9500 . ? C13A C14A 1.417(4) . ? C13A C22A 1.441(4) . ? C14A C15A 1.377(4) . ? C14A H14A 0.9500 . ? C15A C16A 1.439(4) . ? C15A C20A 1.443(4) . ? C16A C17A 1.338(4) . ? C16A H16A 0.9500 . ? C17A C18A 1.416(4) . ? C18A C19A 1.345(4) . ? C19A C20A 1.440(4) . ? C19A H19A 0.9500 . ? C20A C21A 1.380(4) . ? C21A C22A 1.416(4) . ? C21A H21A 0.9500 . ? C23A C24A 1.507(4) . ? C23A C28A 1.517(4) . ? C24A C25A 1.519(4) . ? C24A H24A 0.9900 . ? C24A H24B 0.9900 . ? C25A C26A 1.521(4) . ? C25A H25A 0.9900 . ? C25A H25B 0.9900 . ? C26A C27A 1.518(4) . ? C26A H26A 0.9900 . ? C26A H26B 0.9900 . ? C27A H27A 0.9800 . ? C27A H27B 0.9800 . ? C27A H27C 0.9800 . ? C28A C29A 1.517(4) . ? C28A H28A 0.9900 . ? C28A H28B 0.9900 . ? C29A C30A 1.530(4) . ? C29A H29A 0.9900 . ? C29A H29B 0.9900 . ? C30A C31A 1.528(4) . ? C30A H30A 0.9900 . ? C30A H30B 0.9900 . ? C31A H31A 0.9800 . ? C31A H31B 0.9800 . ? C31A H31C 0.9800 . ? C32A C37A 1.500(4) . ? C32A C33A 1.517(4) . ? C33A C34A 1.512(4) . ? C33A H33A 0.9900 . ? C33A H33B 0.9900 . ? C34A C35A 1.514(4) . ? C34A H34A 0.9900 . ? C34A H34B 0.9900 . ? C35A C36A 1.518(4) . ? C35A H35A 0.9900 . ? C35A H35B 0.9900 . ? C36A H36A 0.9800 . ? C36A H36B 0.9800 . ? C36A H36C 0.9800 . ? C37A C38A 1.519(4) . ? C37A H37A 0.9900 . ? C37A H37B 0.9900 . ? C38A C39A 1.530(4) . ? C38A H38A 0.9900 . ? C38A H38B 0.9900 . ? C39A C40A 1.509(4) . ? C39A H39A 0.9900 . ? C39A H39B 0.9900 . ? C40A H40A 0.9800 . ? C40A H40B 0.9800 . ? C40A H40C 0.9800 . ? O1B C6B 1.363(3) . ? O1B C23B 1.460(3) . ? O2B C7B 1.370(3) . ? O2B C23B 1.461(3) . ? O3B C17B 1.370(3) . ? O3B C32B 1.462(3) . ? O4B C18B 1.374(3) . ? O4B C32B 1.451(3) . ? C1B C2B 1.396(4) . ? C1B C22B 1.399(4) . ? C1B H1B 0.9500 . ? C2B C3B 1.414(4) . ? C2B C11B 1.432(4) . ? C3B C4B 1.373(4) . ? C3B H3B 0.9500 . ? C4B C5B 1.439(4) . ? C4B C9B 1.454(4) . ? C5B C6B 1.331(4) . ? C5B H5B 0.9500 . ? C6B C7B 1.417(4) . ? C7B C8B 1.338(4) . ? C8B C9B 1.444(4) . ? C8B H8B 0.9500 . ? C9B C10B 1.376(4) . ? C10B C11B 1.403(4) . ? C10B H10B 0.9500 . ? C11B C12B 1.400(4) . ? C12B C13B 1.391(4) . ? C12B H12B 0.9500 . ? C13B C14B 1.412(4) . ? C13B C22B 1.440(4) . ? C14B C15B 1.384(4) . ? C14B H14B 0.9500 . ? C15B C16B 1.439(4) . ? C15B C20B 1.444(4) . ? C16B C17B 1.336(4) . ? C16B H16B 0.9500 . ? C17B C18B 1.414(4) . ? C18B C19B 1.339(4) . ? C19B C20B 1.435(4) . ? C19B H19B 0.9500 . ? C20B C21B 1.377(4) . ? C21B C22B 1.411(4) . ? C21B H21B 0.9500 . ? C23B C24B 1.508(4) . ? C23B C28B 1.510(4) . ? C24B C25B 1.518(4) . ? C24B H24C 0.9900 . ? C24B H24D 0.9900 . ? C25B C26B 1.523(4) . ? C25B H25C 0.9900 . ? C25B H25D 0.9900 . ? C26B C27B 1.517(4) . ? C26B H26C 0.9900 . ? C26B H26D 0.9900 . ? C27B H27D 0.9800 . ? C27B H27E 0.9800 . ? C27B H27F 0.9800 . ? C28B C29B 1.516(4) . ? C28B H28C 0.9900 . ? C28B H28D 0.9900 . ? C29B C30B 1.518(4) . ? C29B H29C 0.9900 . ? C29B H29D 0.9900 . ? C30B C31B 1.520(4) . ? C30B H30C 0.9900 . ? C30B H30D 0.9900 . ? C31B H31D 0.9800 . ? C31B H31E 0.9800 . ? C31B H31F 0.9800 . ? C32B C33B 1.497(4) . ? C32B C37B 1.518(4) . ? C33B C34B 1.527(4) . ? C33B H33C 0.9900 . ? C33B H33D 0.9900 . ? C34B C35B 1.519(4) . ? C34B H34C 0.9900 . ? C34B H34D 0.9900 . ? C35B C36B 1.522(4) . ? C35B H35C 0.9900 . ? C35B H35D 0.9900 . ? C36B H36D 0.9800 . ? C36B H36E 0.9800 . ? C36B H36F 0.9800 . ? C37B C38B 1.553(5) . ? C37B H37C 0.9900 . ? C37B H37D 0.9900 . ? C38B C39B 1.529(6) . ? C38B H38C 0.9900 . ? C38B H38D 0.9900 . ? C39B C40B 1.530(8) . ? C39B H39C 0.9900 . ? C39B H39D 0.9900 . ? C40B H40D 0.9800 . ? C40B H40E 0.9800 . ? C40B H40F 0.9800 . ? C38C C39C 1.529(19) . ? C38C H38E 0.9900 . ? C38C H38F 0.9900 . ? C39C C40C 1.510(15) . ? C39C H39E 0.9900 . ? C39C H39F 0.9900 . ? C40C H40G 0.9800 . ? C40C H40H 0.9800 . ? C40C H40I 0.9800 . ? 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 C6A O1A C23A 108.1(2) . . ? C7A O2A C23A 108.0(2) . . ? C17A O3A C32A 108.3(2) . . ? C18A O4A C32A 107.5(2) . . ? C22A C1A C2A 122.1(3) . . ? C22A C1A H1A 118.9 . . ? C2A C1A H1A 118.9 . . ? C1A C2A C3A 122.7(3) . . ? C1A C2A C11A 118.8(3) . . ? C3A C2A C11A 118.5(3) . . ? C4A C3A C2A 122.9(3) . . ? C4A C3A H3A 118.6 . . ? C2A C3A H3A 118.6 . . ? C3A C4A C5A 122.6(3) . . ? C3A C4A C9A 118.5(3) . . ? C5A C4A C9A 118.9(3) . . ? C6A C5A C4A 118.5(3) . . ? C6A C5A H5A 120.8 . . ? C4A C5A H5A 120.8 . . ? C5A C6A O1A 128.8(3) . . ? C5A C6A C7A 122.1(3) . . ? O1A C6A C7A 109.1(3) . . ? C8A C7A O2A 127.6(3) . . ? C8A C7A C6A 123.0(3) . . ? O2A C7A C6A 109.4(3) . . ? C7A C8A C9A 117.7(3) . . ? C7A C8A H8A 121.2 . . ? C9A C8A H8A 121.2 . . ? C10A C9A C8A 121.3(3) . . ? C10A C9A C4A 119.0(3) . . ? C8A C9A C4A 119.6(3) . . ? C9A C10A C11A 122.9(3) . . ? C9A C10A H10A 118.6 . . ? C11A C10A H10A 118.6 . . ? C12A C11A C10A 122.8(3) . . ? C12A C11A C2A 119.0(3) . . ? C10A C11A C2A 118.2(3) . . ? C13A C12A C11A 122.5(3) . . ? C13A C12A H12A 118.7 . . ? C11A C12A H12A 118.7 . . ? C12A C13A C14A 123.3(3) . . ? C12A C13A C22A 118.5(3) . . ? C14A C13A C22A 118.3(3) . . ? C15A C14A C13A 123.0(3) . . ? C15A C14A H14A 118.5 . . ? C13A C14A H14A 118.5 . . ? C14A C15A C16A 122.1(3) . . ? C14A C15A C20A 118.3(3) . . ? C16A C15A C20A 119.6(3) . . ? C17A C16A C15A 117.8(3) . . ? C17A C16A H16A 121.1 . . ? C15A C16A H16A 121.1 . . ? C16A C17A O3A 128.7(3) . . ? C16A C17A C18A 123.0(3) . . ? O3A C17A C18A 108.2(3) . . ? C19A C18A O4A 127.6(3) . . ? C19A C18A C17A 122.0(3) . . ? O4A C18A C17A 110.4(3) . . ? C18A C19A C20A 118.1(3) . . ? C18A C19A H19A 120.9 . . ? C20A C19A H19A 120.9 . . ? C21A C20A C19A 120.8(3) . . ? C21A C20A C15A 119.9(3) . . ? C19A C20A C15A 119.3(3) . . ? C20A C21A C22A 122.1(3) . . ? C20A C21A H21A 118.9 . . ? C22A C21A H21A 118.9 . . ? C1A C22A C21A 122.6(3) . . ? C1A C22A C13A 119.1(3) . . ? C21A C22A C13A 118.3(3) . . ? O2A C23A O1A 105.4(2) . . ? O2A C23A C24A 109.4(3) . . ? O1A C23A C24A 110.0(3) . . ? O2A C23A C28A 108.0(2) . . ? O1A C23A C28A 110.4(3) . . ? C24A C23A C28A 113.3(3) . . ? C23A C24A C25A 116.4(3) . . ? C23A C24A H24A 108.2 . . ? C25A C24A H24A 108.2 . . ? C23A C24A H24B 108.2 . . ? C25A C24A H24B 108.2 . . ? H24A C24A H24B 107.3 . . ? C24A C25A C26A 112.3(3) . . ? C24A C25A H25A 109.2 . . ? C26A C25A H25A 109.2 . . ? C24A C25A H25B 109.2 . . ? C26A C25A H25B 109.2 . . ? H25A C25A H25B 107.9 . . ? C27A C26A C25A 113.9(3) . . ? C27A C26A H26A 108.8 . . ? C25A C26A H26A 108.8 . . ? C27A C26A H26B 108.8 . . ? C25A C26A H26B 108.8 . . ? H26A C26A H26B 107.7 . . ? C26A C27A H27A 109.5 . . ? C26A C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? C26A C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C23A C28A C29A 115.7(3) . . ? C23A C28A H28A 108.4 . . ? C29A C28A H28A 108.4 . . ? C23A C28A H28B 108.4 . . ? C29A C28A H28B 108.4 . . ? H28A C28A H28B 107.4 . . ? C28A C29A C30A 111.9(3) . . ? C28A C29A H29A 109.2 . . ? C30A C29A H29A 109.2 . . ? C28A C29A H29B 109.2 . . ? C30A C29A H29B 109.2 . . ? H29A C29A H29B 107.9 . . ? C31A C30A C29A 112.8(3) . . ? C31A C30A H30A 109.0 . . ? C29A C30A H30A 109.0 . . ? C31A C30A H30B 109.0 . . ? C29A C30A H30B 109.0 . . ? H30A C30A H30B 107.8 . . ? C30A C31A H31A 109.5 . . ? C30A C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? C30A C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? O4A C32A O3A 105.4(2) . . ? O4A C32A C37A 108.8(2) . . ? O3A C32A C37A 109.8(3) . . ? O4A C32A C33A 109.4(3) . . ? O3A C32A C33A 108.6(2) . . ? C37A C32A C33A 114.4(3) . . ? C34A C33A C32A 115.4(3) . . ? C34A C33A H33A 108.4 . . ? C32A C33A H33A 108.4 . . ? C34A C33A H33B 108.4 . . ? C32A C33A H33B 108.4 . . ? H33A C33A H33B 107.5 . . ? C33A C34A C35A 113.0(3) . . ? C33A C34A H34A 109.0 . . ? C35A C34A H34A 109.0 . . ? C33A C34A H34B 109.0 . . ? C35A C34A H34B 109.0 . . ? H34A C34A H34B 107.8 . . ? C34A C35A C36A 112.9(3) . . ? C34A C35A H35A 109.0 . . ? C36A C35A H35A 109.0 . . ? C34A C35A H35B 109.0 . . ? C36A C35A H35B 109.0 . . ? H35A C35A H35B 107.8 . . ? C35A C36A H36A 109.5 . . ? C35A C36A H36B 109.5 . . ? H36A C36A H36B 109.5 . . ? C35A C36A H36C 109.5 . . ? H36A C36A H36C 109.5 . . ? H36B C36A H36C 109.5 . . ? C32A C37A C38A 115.6(3) . . ? C32A C37A H37A 108.4 . . ? C38A C37A H37A 108.4 . . ? C32A C37A H37B 108.4 . . ? C38A C37A H37B 108.4 . . ? H37A C37A H37B 107.4 . . ? C37A C38A C39A 111.7(3) . . ? C37A C38A H38A 109.3 . . ? C39A C38A H38A 109.3 . . ? C37A C38A H38B 109.3 . . ? C39A C38A H38B 109.3 . . ? H38A C38A H38B 107.9 . . ? C40A C39A C38A 113.0(3) . . ? C40A C39A H39A 109.0 . . ? C38A C39A H39A 109.0 . . ? C40A C39A H39B 109.0 . . ? C38A C39A H39B 109.0 . . ? H39A C39A H39B 107.8 . . ? C39A C40A H40A 109.5 . . ? C39A C40A H40B 109.5 . . ? H40A C40A H40B 109.5 . . ? C39A C40A H40C 109.5 . . ? H40A C40A H40C 109.5 . . ? H40B C40A H40C 109.5 . . ? C6B O1B C23B 107.9(2) . . ? C7B O2B C23B 107.4(2) . . ? C17B O3B C32B 107.6(2) . . ? C18B O4B C32B 108.1(2) . . ? C2B C1B C22B 121.9(3) . . ? C2B C1B H1B 119.0 . . ? C22B C1B H1B 119.0 . . ? C1B C2B C3B 122.7(3) . . ? C1B C2B C11B 119.6(3) . . ? C3B C2B C11B 117.7(3) . . ? C4B C3B C2B 123.0(3) . . ? C4B C3B H3B 118.5 . . ? C2B C3B H3B 118.5 . . ? C3B C4B C5B 122.0(3) . . ? C3B C4B C9B 119.0(3) . . ? C5B C4B C9B 119.0(3) . . ? C6B C5B C4B 118.6(3) . . ? C6B C5B H5B 120.7 . . ? C4B C5B H5B 120.7 . . ? C5B C6B O1B 127.9(3) . . ? C5B C6B C7B 122.7(3) . . ? O1B C6B C7B 109.4(3) . . ? C8B C7B O2B 128.0(3) . . ? C8B C7B C6B 122.5(3) . . ? O2B C7B C6B 109.6(3) . . ? C7B C8B C9B 118.2(3) . . ? C7B C8B H8B 120.9 . . ? C9B C8B H8B 120.9 . . ? C10B C9B C8B 122.6(3) . . ? C10B C9B C4B 118.2(3) . . ? C8B C9B C4B 119.1(3) . . ? C9B C10B C11B 123.0(3) . . ? C9B C10B H10B 118.5 . . ? C11B C10B H10B 118.5 . . ? C12B C11B C10B 122.7(3) . . ? C12B C11B C2B 118.3(3) . . ? C10B C11B C2B 119.0(3) . . ? C13B C12B C11B 122.5(3) . . ? C13B C12B H12B 118.8 . . ? C11B C12B H12B 118.8 . . ? C12B C13B C14B 122.6(3) . . ? C12B C13B C22B 119.1(3) . . ? C14B C13B C22B 118.4(3) . . ? C15B C14B C13B 122.1(3) . . ? C15B C14B H14B 118.9 . . ? C13B C14B H14B 118.9 . . ? C14B C15B C16B 121.0(3) . . ? C14B C15B C20B 119.4(3) . . ? C16B C15B C20B 119.6(3) . . ? C17B C16B C15B 117.7(3) . . ? C17B C16B H16B 121.1 . . ? C15B C16B H16B 121.1 . . ? C16B C17B O3B 127.7(3) . . ? C16B C17B C18B 122.8(3) . . ? O3B C17B C18B 109.5(3) . . ? C19B C18B O4B 128.6(3) . . ? C19B C18B C17B 122.3(3) . . ? O4B C18B C17B 109.1(3) . . ? C18B C19B C20B 118.2(3) . . ? C18B C19B H19B 120.9 . . ? C20B C19B H19B 120.9 . . ? C21B C20B C19B 122.0(3) . . ? C21B C20B C15B 118.8(3) . . ? C19B C20B C15B 119.2(3) . . ? C20B C21B C22B 122.5(3) . . ? C20B C21B H21B 118.7 . . ? C22B C21B H21B 118.7 . . ? C1B C22B C21B 122.8(3) . . ? C1B C22B C13B 118.5(3) . . ? C21B C22B C13B 118.7(3) . . ? O1B C23B O2B 105.7(2) . . ? O1B C23B C24B 108.1(3) . . ? O2B C23B C24B 109.1(3) . . ? O1B C23B C28B 109.2(3) . . ? O2B C23B C28B 108.3(3) . . ? C24B C23B C28B 116.0(3) . . ? C23B C24B C25B 115.2(3) . . ? C23B C24B H24C 108.5 . . ? C25B C24B H24C 108.5 . . ? C23B C24B H24D 108.5 . . ? C25B C24B H24D 108.5 . . ? H24C C24B H24D 107.5 . . ? C24B C25B C26B 113.3(3) . . ? C24B C25B H25C 108.9 . . ? C26B C25B H25C 108.9 . . ? C24B C25B H25D 108.9 . . ? C26B C25B H25D 108.9 . . ? H25C C25B H25D 107.7 . . ? C27B C26B C25B 113.0(3) . . ? C27B C26B H26C 109.0 . . ? C25B C26B H26C 109.0 . . ? C27B C26B H26D 109.0 . . ? C25B C26B H26D 109.0 . . ? H26C C26B H26D 107.8 . . ? C26B C27B H27D 109.5 . . ? C26B C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? C26B C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 109.5 . . ? C23B C28B C29B 113.8(3) . . ? C23B C28B H28C 108.8 . . ? C29B C28B H28C 108.8 . . ? C23B C28B H28D 108.8 . . ? C29B C28B H28D 108.8 . . ? H28C C28B H28D 107.7 . . ? C28B C29B C30B 114.1(3) . . ? C28B C29B H29C 108.7 . . ? C30B C29B H29C 108.7 . . ? C28B C29B H29D 108.7 . . ? C30B C29B H29D 108.7 . . ? H29C C29B H29D 107.6 . . ? C29B C30B C31B 113.4(3) . . ? C29B C30B H30C 108.9 . . ? C31B C30B H30C 108.9 . . ? C29B C30B H30D 108.9 . . ? C31B C30B H30D 108.9 . . ? H30C C30B H30D 107.7 . . ? C30B C31B H31D 109.5 . . ? C30B C31B H31E 109.5 . . ? H31D C31B H31E 109.5 . . ? C30B C31B H31F 109.5 . . ? H31D C31B H31F 109.5 . . ? H31E C31B H31F 109.5 . . ? O4B C32B O3B 105.7(2) . . ? O4B C32B C33B 109.8(3) . . ? O3B C32B C33B 107.8(3) . . ? O4B C32B C37B 108.9(3) . . ? O3B C32B C37B 109.0(3) . . ? C33B C32B C37B 115.3(3) . . ? C32B C33B C34B 114.4(2) . . ? C32B C33B H33C 108.7 . . ? C34B C33B H33C 108.7 . . ? C32B C33B H33D 108.7 . . ? C34B C33B H33D 108.7 . . ? H33C C33B H33D 107.6 . . ? C35B C34B C33B 113.1(3) . . ? C35B C34B H34C 109.0 . . ? C33B C34B H34C 109.0 . . ? C35B C34B H34D 109.0 . . ? C33B C34B H34D 109.0 . . ? H34C C34B H34D 107.8 . . ? C34B C35B C36B 112.8(3) . . ? C34B C35B H35C 109.0 . . ? C36B C35B H35C 109.0 . . ? C34B C35B H35D 109.0 . . ? C36B C35B H35D 109.0 . . ? H35C C35B H35D 107.8 . . ? C35B C36B H36D 109.5 . . ? C35B C36B H36E 109.5 . . ? H36D C36B H36E 109.5 . . ? C35B C36B H36F 109.5 . . ? H36D C36B H36F 109.5 . . ? H36E C36B H36F 109.5 . . ? C32B C37B C38B 113.1(3) . . ? C32B C37B H37C 109.0 . . ? C38B C37B H37C 109.0 . . ? C32B C37B H37D 109.0 . . ? C38B C37B H37D 109.0 . . ? H37C C37B H37D 107.8 . . ? C39B C38B C37B 114.4(4) . . ? C39B C38B H38C 108.7 . . ? C37B C38B H38C 108.7 . . ? C39B C38B H38D 108.7 . . ? C37B C38B H38D 108.7 . . ? H38C C38B H38D 107.6 . . ? C38B C39B C40B 114.0(5) . . ? C38B C39B H39C 108.8 . . ? C40B C39B H39C 108.8 . . ? C38B C39B H39D 108.8 . . ? C40B C39B H39D 108.8 . . ? H39C C39B H39D 107.6 . . ? C39C C38C H38E 110.0 . . ? C39C C38C H38F 110.0 . . ? H38E C38C H38F 108.4 . . ? C40C C39C C38C 107.5(14) . . ? C40C C39C H39E 110.2 . . ? C38C C39C H39E 110.2 . . ? C40C C39C H39F 110.2 . . ? C38C C39C H39F 110.2 . . ? H39E C39C H39F 108.5 . . ? C39C C40C H40G 109.5 . . ? C39C C40C H40H 109.5 . . ? H40G C40C H40H 109.5 . . ? C39C C40C H40I 109.5 . . ? H40G C40C H40I 109.5 . . ? H40H C40C H40I 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C22A C1A C2A C3A 177.6(3) . . . . ? C22A C1A C2A C11A -1.6(4) . . . . ? C1A C2A C3A C4A 179.5(3) . . . . ? C11A C2A C3A C4A -1.3(4) . . . . ? C2A C3A C4A C5A 179.7(3) . . . . ? C2A C3A C4A C9A -0.8(4) . . . . ? C3A C4A C5A C6A 177.2(3) . . . . ? C9A C4A C5A C6A -2.3(4) . . . . ? C4A C5A C6A O1A 178.2(3) . . . . ? C4A C5A C6A C7A -1.2(4) . . . . ? C23A O1A C6A C5A 177.9(3) . . . . ? C23A O1A C6A C7A -2.6(3) . . . . ? C23A O2A C7A C8A 175.7(3) . . . . ? C23A O2A C7A C6A -3.4(3) . . . . ? C5A C6A C7A C8A 4.2(5) . . . . ? O1A C6A C7A C8A -175.3(3) . . . . ? C5A C6A C7A O2A -176.7(3) . . . . ? O1A C6A C7A O2A 3.9(3) . . . . ? O2A C7A C8A C9A 177.8(3) . . . . ? C6A C7A C8A C9A -3.2(5) . . . . ? C7A C8A C9A C10A -178.9(3) . . . . ? C7A C8A C9A C4A -0.4(4) . . . . ? C3A C4A C9A C10A 2.1(4) . . . . ? C5A C4A C9A C10A -178.3(3) . . . . ? C3A C4A C9A C8A -176.4(3) . . . . ? C5A C4A C9A C8A 3.2(4) . . . . ? C8A C9A C10A C11A 177.0(3) . . . . ? C4A C9A C10A C11A -1.5(4) . . . . ? C9A C10A C11A C12A -179.6(3) . . . . ? C9A C10A C11A C2A -0.6(4) . . . . ? C1A C2A C11A C12A 0.2(4) . . . . ? C3A C2A C11A C12A -179.0(3) . . . . ? C1A C2A C11A C10A -178.8(3) . . . . ? C3A C2A C11A C10A 2.0(4) . . . . ? C10A C11A C12A C13A 179.6(3) . . . . ? C2A C11A C12A C13A 0.6(4) . . . . ? C11A C12A C13A C14A 179.8(3) . . . . ? C11A C12A C13A C22A -0.1(4) . . . . ? C12A C13A C14A C15A -177.4(3) . . . . ? C22A C13A C14A C15A 2.5(4) . . . . ? C13A C14A C15A C16A 179.2(3) . . . . ? C13A C14A C15A C20A -0.4(4) . . . . ? C14A C15A C16A C17A -176.9(3) . . . . ? C20A C15A C16A C17A 2.6(4) . . . . ? C15A C16A C17A O3A -179.8(3) . . . . ? C15A C16A C17A C18A 0.3(4) . . . . ? C32A O3A C17A C16A -175.0(3) . . . . ? C32A O3A C17A C18A 4.9(3) . . . . ? C32A O4A C18A C19A 179.6(3) . . . . ? C32A O4A C18A C17A 0.4(3) . . . . ? C16A C17A C18A C19A -2.7(5) . . . . ? O3A C17A C18A C19A 177.4(3) . . . . ? C16A C17A C18A O4A 176.5(3) . . . . ? O3A C17A C18A O4A -3.4(3) . . . . ? O4A C18A C19A C20A -177.2(3) . . . . ? C17A C18A C19A C20A 1.9(4) . . . . ? C18A C19A C20A C21A 179.5(3) . . . . ? C18A C19A C20A C15A 1.1(4) . . . . ? C14A C15A C20A C21A -2.2(4) . . . . ? C16A C15A C20A C21A 178.2(3) . . . . ? C14A C15A C20A C19A 176.1(3) . . . . ? C16A C15A C20A C19A -3.4(4) . . . . ? C19A C20A C21A C22A -175.7(3) . . . . ? C15A C20A C21A C22A 2.6(4) . . . . ? C2A C1A C22A C21A -176.9(3) . . . . ? C2A C1A C22A C13A 2.1(4) . . . . ? C20A C21A C22A C1A 178.6(3) . . . . ? C20A C21A C22A C13A -0.4(4) . . . . ? C12A C13A C22A C1A -1.2(4) . . . . ? C14A C13A C22A C1A 178.8(3) . . . . ? C12A C13A C22A C21A 177.8(3) . . . . ? C14A C13A C22A C21A -2.1(4) . . . . ? C7A O2A C23A O1A 1.8(3) . . . . ? C7A O2A C23A C24A 120.0(3) . . . . ? C7A O2A C23A C28A -116.3(3) . . . . ? C6A O1A C23A O2A 0.6(3) . . . . ? C6A O1A C23A C24A -117.2(3) . . . . ? C6A O1A C23A C28A 117.0(3) . . . . ? O2A C23A C24A C25A -62.1(3) . . . . ? O1A C23A C24A C25A 53.2(4) . . . . ? C28A C23A C24A C25A 177.3(3) . . . . ? C23A C24A C25A C26A 179.3(3) . . . . ? C24A C25A C26A C27A 179.4(3) . . . . ? O2A C23A C28A C29A 58.2(3) . . . . ? O1A C23A C28A C29A -56.6(3) . . . . ? C24A C23A C28A C29A 179.5(3) . . . . ? C23A C28A C29A C30A -167.9(3) . . . . ? C28A C29A C30A C31A 176.1(3) . . . . ? C18A O4A C32A O3A 2.5(3) . . . . ? C18A O4A C32A C37A 120.2(3) . . . . ? C18A O4A C32A C33A -114.1(3) . . . . ? C17A O3A C32A O4A -4.6(3) . . . . ? C17A O3A C32A C37A -121.6(3) . . . . ? C17A O3A C32A C33A 112.6(3) . . . . ? O4A C32A C33A C34A 55.8(3) . . . . ? O3A C32A C33A C34A -58.7(3) . . . . ? C37A C32A C33A C34A 178.2(3) . . . . ? C32A C33A C34A C35A 175.7(3) . . . . ? C33A C34A C35A C36A -172.7(3) . . . . ? O4A C32A C37A C38A -53.4(4) . . . . ? O3A C32A C37A C38A 61.4(3) . . . . ? C33A C32A C37A C38A -176.1(3) . . . . ? C32A C37A C38A C39A 176.6(3) . . . . ? C37A C38A C39A C40A -176.8(3) . . . . ? C22B C1B C2B C3B -178.2(3) . . . . ? C22B C1B C2B C11B 0.8(4) . . . . ? C1B C2B C3B C4B 179.5(3) . . . . ? C11B C2B C3B C4B 0.5(4) . . . . ? C2B C3B C4B C5B -177.1(3) . . . . ? C2B C3B C4B C9B 1.1(4) . . . . ? C3B C4B C5B C6B 178.8(3) . . . . ? C9B C4B C5B C6B 0.7(4) . . . . ? C4B C5B C6B O1B 179.6(3) . . . . ? C4B C5B C6B C7B -1.4(4) . . . . ? C23B O1B C6B C5B 177.2(3) . . . . ? C23B O1B C6B C7B -2.0(3) . . . . ? C23B O2B C7B C8B 179.8(3) . . . . ? C23B O2B C7B C6B -0.9(3) . . . . ? C5B C6B C7B C8B 2.0(5) . . . . ? O1B C6B C7B C8B -178.9(3) . . . . ? C5B C6B C7B O2B -177.3(3) . . . . ? O1B C6B C7B O2B 1.8(3) . . . . ? O2B C7B C8B C9B 177.5(3) . . . . ? C6B C7B C8B C9B -1.6(5) . . . . ? C7B C8B C9B C10B -176.2(3) . . . . ? C7B C8B C9B C4B 0.9(4) . . . . ? C3B C4B C9B C10B -1.4(4) . . . . ? C5B C4B C9B C10B 176.8(3) . . . . ? C3B C4B C9B C8B -178.6(3) . . . . ? C5B C4B C9B C8B -0.4(4) . . . . ? C8B C9B C10B C11B 177.3(3) . . . . ? C4B C9B C10B C11B 0.2(4) . . . . ? C9B C10B C11B C12B -176.9(3) . . . . ? C9B C10B C11B C2B 1.3(4) . . . . ? C1B C2B C11B C12B -2.4(4) . . . . ? C3B C2B C11B C12B 176.7(3) . . . . ? C1B C2B C11B C10B 179.3(3) . . . . ? C3B C2B C11B C10B -1.6(4) . . . . ? C10B C11B C12B C13B 179.3(3) . . . . ? C2B C11B C12B C13B 1.1(4) . . . . ? C11B C12B C13B C14B -177.9(3) . . . . ? C11B C12B C13B C22B 1.8(4) . . . . ? C12B C13B C14B C15B -179.7(3) . . . . ? C22B C13B C14B C15B 0.6(4) . . . . ? C13B C14B C15B C16B -177.2(3) . . . . ? C13B C14B C15B C20B 2.3(4) . . . . ? C14B C15B C16B C17B -179.1(3) . . . . ? C20B C15B C16B C17B 1.4(4) . . . . ? C15B C16B C17B O3B -178.3(3) . . . . ? C15B C16B C17B C18B 2.3(4) . . . . ? C32B O3B C17B C16B -177.6(3) . . . . ? C32B O3B C17B C18B 1.9(3) . . . . ? C32B O4B C18B C19B -177.2(3) . . . . ? C32B O4B C18B C17B 1.3(3) . . . . ? C16B C17B C18B C19B -3.9(5) . . . . ? O3B C17B C18B C19B 176.6(3) . . . . ? C16B C17B C18B O4B 177.5(3) . . . . ? O3B C17B C18B O4B -2.1(3) . . . . ? O4B C18B C19B C20B 179.8(3) . . . . ? C17B C18B C19B C20B 1.4(4) . . . . ? C18B C19B C20B C21B -177.6(3) . . . . ? C18B C19B C20B C15B 2.2(4) . . . . ? C14B C15B C20B C21B -3.4(4) . . . . ? C16B C15B C20B C21B 176.1(3) . . . . ? C14B C15B C20B C19B 176.8(3) . . . . ? C16B C15B C20B C19B -3.7(4) . . . . ? C19B C20B C21B C22B -178.6(3) . . . . ? C15B C20B C21B C22B 1.6(4) . . . . ? C2B C1B C22B C21B -179.2(3) . . . . ? C2B C1B C22B C13B 2.1(4) . . . . ? C20B C21B C22B C1B -177.4(3) . . . . ? C20B C21B C22B C13B 1.3(4) . . . . ? C12B C13B C22B C1B -3.4(4) . . . . ? C14B C13B C22B C1B 176.4(3) . . . . ? C12B C13B C22B C21B 177.9(3) . . . . ? C14B C13B C22B C21B -2.4(4) . . . . ? C6B O1B C23B O2B 1.4(3) . . . . ? C6B O1B C23B C24B -115.3(3) . . . . ? C6B O1B C23B C28B 117.7(3) . . . . ? C7B O2B C23B O1B -0.3(3) . . . . ? C7B O2B C23B C24B 115.7(3) . . . . ? C7B O2B C23B C28B -117.2(3) . . . . ? O1B C23B C24B C25B 56.9(4) . . . . ? O2B C23B C24B C25B -57.6(4) . . . . ? C28B C23B C24B C25B 179.8(3) . . . . ? C23B C24B C25B C26B -177.5(3) . . . . ? C24B C25B C26B C27B 177.1(3) . . . . ? O1B C23B C28B C29B -60.0(4) . . . . ? O2B C23B C28B C29B 54.6(4) . . . . ? C24B C23B C28B C29B 177.6(3) . . . . ? C23B C28B C29B C30B 177.3(3) . . . . ? C28B C29B C30B C31B -73.0(4) . . . . ? C18B O4B C32B O3B -0.2(3) . . . . ? C18B O4B C32B C33B -116.2(3) . . . . ? C18B O4B C32B C37B 116.8(3) . . . . ? C17B O3B C32B O4B -1.0(3) . . . . ? C17B O3B C32B C33B 116.3(3) . . . . ? C17B O3B C32B C37B -118.0(3) . . . . ? O4B C32B C33B C34B 54.1(3) . . . . ? O3B C32B C33B C34B -60.6(3) . . . . ? C37B C32B C33B C34B 177.5(3) . . . . ? C32B C33B C34B C35B 173.0(3) . . . . ? C33B C34B C35B C36B 179.9(3) . . . . ? O4B C32B C37B C38B -44.4(4) . . . . ? O3B C32B C37B C38B 70.4(4) . . . . ? C33B C32B C37B C38B -168.3(4) . . . . ? C32B C37B C38B C39B -179.4(4) . . . . ? C37B C38B C39B C40B 69.0(6) . . . . ? _diffrn_measured_fraction_theta_max .999 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full .999 _refine_diff_density_max .248 _refine_diff_density_min -.216 _refine_diff_density_rms .054 # Attachment 'Cyclohex.cif' data_x05078 _database_code_depnum_ccdc_archive 'CCDC 655472' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H30 O4' _chemical_formula_weight 502.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0492 .0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.8238(5) _cell_length_b 6.9549(2) _cell_length_c 42.3258(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4952.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 90.0(2) _cell_measurement_reflns_used 5094 _cell_measurement_theta_min 3.36 _cell_measurement_theta_max 66.75 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2128 _exptl_absorpt_coefficient_mu 0.693 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.710 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_process_details 'SADABS in APEX2 (Bruker-Nonius, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius X8 Proteum' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 18 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21216 _diffrn_reflns_av_R_equivalents 0.0725 _diffrn_reflns_av_sigmaI/netI 0.1014 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -50 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 67.67 _reflns_number_total 4270 _reflns_number_gt 3314 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL (Sheldrick, 1994)' _computing_publication_material ; SHELX97-2 (Sheldrick, 1997) and local procedures ; _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^)+(0.0000P)^2^+6.5937P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00047(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4270 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0824 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1639 _refine_ls_wR_factor_gt 0.1514 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.076 _refine_ls_shift/su_mean 0.002 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 0.39805(11) 0.2144(3) 0.23899(4) 0.0215(4) Uani 1 1 d . . . O2 O 0.34141(10) -0.0375(3) 0.26666(4) 0.0209(4) Uani 1 1 d . . . O3 O 0.35120(11) -1.2018(3) -0.02362(4) 0.0240(5) Uani 1 1 d . . . O4 O 0.40703(12) -0.9460(3) -0.05066(4) 0.0274(5) Uani 1 1 d . . . C1 C 0.39456(14) -0.3293(4) 0.09029(6) 0.0171(6) Uani 1 1 d . . . H1 H 0.4185 -0.2254 0.0793 0.021 Uiso 1 1 calc R . . C2 C 0.37721(14) -0.3092(4) 0.12247(6) 0.0156(6) Uani 1 1 d . . . C3 C 0.39387(14) -0.1376(4) 0.13913(6) 0.0179(6) Uani 1 1 d . . . H3 H 0.4164 -0.0323 0.1280 0.021 Uiso 1 1 calc R . . C4 C 0.37870(14) -0.1174(4) 0.17092(6) 0.0175(6) Uani 1 1 d . . . C5 C 0.39954(14) 0.0575(4) 0.18744(6) 0.0183(6) Uani 1 1 d . . . H5 H 0.4228 0.1632 0.1766 0.022 Uiso 1 1 calc R . . C6 C 0.38477(14) 0.0651(4) 0.21862(6) 0.0171(6) Uani 1 1 d . . . C7 C 0.34948(14) -0.0899(4) 0.23552(6) 0.0177(6) Uani 1 1 d . . . C8 C 0.32812(14) -0.2559(4) 0.22160(6) 0.0184(6) Uani 1 1 d . . . H8 H 0.3043 -0.3569 0.2334 0.022 Uiso 1 1 calc R . . C9 C 0.34267(14) -0.2750(4) 0.18822(6) 0.0171(6) Uani 1 1 d . . . C10 C 0.32454(14) -0.4429(4) 0.17200(6) 0.0176(6) Uani 1 1 d . . . H10 H 0.3002 -0.5456 0.1832 0.021 Uiso 1 1 calc R . . C11 C 0.34091(14) -0.4670(4) 0.13943(6) 0.0158(6) Uani 1 1 d . . . C12 C 0.32410(14) -0.6373(4) 0.12303(6) 0.0171(6) Uani 1 1 d . . . H12 H 0.3003 -0.7414 0.1341 0.021 Uiso 1 1 calc R . . C13 C 0.34133(14) -0.6582(4) 0.09090(6) 0.0168(6) Uani 1 1 d . . . C14 C 0.32570(14) -0.8317(4) 0.07414(6) 0.0168(6) Uani 1 1 d . . . H14 H 0.3014 -0.9358 0.0850 0.020 Uiso 1 1 calc R . . C15 C 0.34472(14) -0.8535(4) 0.04262(6) 0.0161(6) Uani 1 1 d . . . C16 C 0.33065(15) -1.0322(4) 0.02630(6) 0.0192(6) Uani 1 1 d . . . H16 H 0.3053 -1.1369 0.0366 0.023 Uiso 1 1 calc R . . C17 C 0.35444(16) -1.0463(4) -0.00386(6) 0.0199(6) Uani 1 1 d . . . C18 C 0.38876(16) -0.8887(4) -0.02046(6) 0.0211(6) Uani 1 1 d . . . C19 C 0.40172(16) -0.7159(4) -0.00718(6) 0.0210(6) Uani 1 1 d . . . H19 H 0.4241 -0.6129 -0.0189 0.025 Uiso 1 1 calc R . . C20 C 0.38025(15) -0.6928(4) 0.02561(6) 0.0172(6) Uani 1 1 d . . . C21 C 0.39449(14) -0.5226(4) 0.04139(6) 0.0171(6) Uani 1 1 d . . . H21 H 0.4165 -0.4173 0.0301 0.021 Uiso 1 1 calc R . . C22 C 0.37728(14) -0.4999(4) 0.07399(6) 0.0165(6) Uani 1 1 d . . . C23 C 0.38640(15) 0.1406(4) 0.27082(6) 0.0184(6) Uani 1 1 d . . . C24 C 0.33773(16) 0.2796(4) 0.28983(6) 0.0220(6) Uani 1 1 d . . . H24A H 0.2850 0.2958 0.2798 0.026 Uiso 1 1 calc R . . H24B H 0.3644 0.4064 0.2901 0.026 Uiso 1 1 calc R . . C25 C 0.32709(16) 0.2074(4) 0.32369(6) 0.0229(6) Uani 1 1 d . . . H25A H 0.2980 0.3051 0.3362 0.028 Uiso 1 1 calc R . . H25B H 0.2950 0.0881 0.3235 0.028 Uiso 1 1 calc R . . C26 C 0.40737(15) 0.1676(4) 0.33914(6) 0.0225(6) Uani 1 1 d . . . H26A H 0.4375 0.2893 0.3411 0.027 Uiso 1 1 calc R . . H26B H 0.3989 0.1155 0.3606 0.027 Uiso 1 1 calc R . . C27 C 0.45519(16) 0.0242(4) 0.31965(6) 0.0228(6) Uani 1 1 d . . . H27A H 0.4276 -0.1015 0.3196 0.027 Uiso 1 1 calc R . . H27B H 0.5081 0.0059 0.3294 0.027 Uiso 1 1 calc R . . C28 C 0.46562(15) 0.0941(4) 0.28567(6) 0.0216(6) Uani 1 1 d . . . H28A H 0.4996 0.2103 0.2855 0.026 Uiso 1 1 calc R . . H28B H 0.4926 -0.0067 0.2731 0.026 Uiso 1 1 calc R . . C29 C 0.36925(16) -1.1327(4) -0.05497(6) 0.0214(6) Uani 1 1 d . . . C30 C 0.29314(16) -1.1055(4) -0.07320(6) 0.0218(6) Uani 1 1 d . . . H30A H 0.2592 -1.0108 -0.0621 0.026 Uiso 1 1 calc R . . H30B H 0.2640 -1.2290 -0.0741 0.026 Uiso 1 1 calc R . . C31 C 0.30939(17) -1.0353(4) -0.10674(6) 0.0260(7) Uani 1 1 d . . . H31A H 0.3321 -0.9041 -0.1060 0.031 Uiso 1 1 calc R . . H31B H 0.2588 -1.0293 -0.1187 0.031 Uiso 1 1 calc R . . C32 C 0.36725(17) -1.1698(4) -0.12375(6) 0.0254(6) Uani 1 1 d . . . H32A H 0.3418 -1.2966 -0.1269 0.030 Uiso 1 1 calc R . . H32B H 0.3801 -1.1161 -0.1448 0.030 Uiso 1 1 calc R . . C33 C 0.44332(16) -1.1949(4) -0.10486(6) 0.0267(7) Uani 1 1 d . . . H33A H 0.4718 -1.0705 -0.1039 0.032 Uiso 1 1 calc R . . H33B H 0.4782 -1.2886 -0.1157 0.032 Uiso 1 1 calc R . . C34 C 0.42639(16) -1.2653(4) -0.07132(6) 0.0251(7) Uani 1 1 d . . . H34A H 0.4036 -1.3965 -0.0722 0.030 Uiso 1 1 calc R . . H34B H 0.4767 -1.2713 -0.0592 0.030 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 0.0298(10) 0.0156(10) 0.0190(9) -0.0017(8) 0.0006(7) -0.0045(8) O2 0.0270(10) 0.0159(10) 0.0197(9) -0.0032(8) 0.0016(7) -0.0070(8) O3 0.0399(11) 0.0149(10) 0.0173(9) -0.0018(8) -0.0009(8) -0.0045(8) O4 0.0408(12) 0.0214(11) 0.0200(9) -0.0048(9) 0.0051(8) -0.0129(9) C1 0.0152(12) 0.0128(14) 0.0235(13) 0.0022(12) -0.0017(10) 0.0017(10) C2 0.0123(12) 0.0114(14) 0.0229(13) 0.0023(11) -0.0015(9) 0.0017(10) C3 0.0170(13) 0.0127(14) 0.0240(13) 0.0008(12) -0.0007(10) -0.0006(10) C4 0.0154(12) 0.0148(14) 0.0224(13) 0.0032(12) -0.0002(10) 0.0026(10) C5 0.0167(13) 0.0144(14) 0.0238(13) 0.0021(12) -0.0007(10) -0.0017(11) C6 0.0175(12) 0.0120(14) 0.0217(13) -0.0036(12) -0.0015(10) 0.0014(10) C7 0.0164(13) 0.0177(14) 0.0190(13) 0.0000(12) 0.0025(10) 0.0020(11) C8 0.0156(13) 0.0164(15) 0.0231(13) -0.0004(12) 0.0024(10) -0.0018(10) C9 0.0147(13) 0.0161(14) 0.0205(13) -0.0004(12) -0.0018(10) 0.0018(10) C10 0.0173(13) 0.0135(14) 0.0220(13) 0.0045(12) 0.0006(10) -0.0001(10) C11 0.0120(12) 0.0134(14) 0.0220(13) 0.0029(11) 0.0003(9) 0.0019(10) C12 0.0153(13) 0.0130(14) 0.0229(13) 0.0027(12) 0.0002(10) 0.0008(10) C13 0.0132(12) 0.0164(14) 0.0208(13) 0.0035(12) -0.0014(9) 0.0015(10) C14 0.0175(13) 0.0115(14) 0.0215(13) 0.0009(12) -0.0019(10) 0.0016(10) C15 0.0175(13) 0.0104(13) 0.0204(13) 0.0021(11) -0.0037(9) 0.0019(10) C16 0.0217(13) 0.0134(14) 0.0226(13) 0.0043(12) -0.0016(10) -0.0021(11) C17 0.0271(14) 0.0117(14) 0.0207(13) -0.0016(12) -0.0036(10) 0.0015(11) C18 0.0286(14) 0.0179(15) 0.0168(12) -0.0003(12) 0.0005(10) -0.0004(12) C19 0.0262(14) 0.0162(15) 0.0207(13) 0.0015(12) 0.0000(10) -0.0040(11) C20 0.0178(13) 0.0125(14) 0.0212(13) 0.0028(12) -0.0014(10) 0.0027(10) C21 0.0155(13) 0.0152(14) 0.0206(13) 0.0040(12) -0.0011(10) -0.0014(10) C22 0.0157(12) 0.0123(14) 0.0213(13) 0.0003(11) -0.0033(10) 0.0022(10) C23 0.0220(14) 0.0134(14) 0.0199(13) -0.0032(12) 0.0007(10) -0.0036(11) C24 0.0243(14) 0.0172(15) 0.0245(14) -0.0062(12) -0.0026(11) 0.0027(11) C25 0.0236(14) 0.0220(16) 0.0233(14) -0.0038(13) 0.0008(11) 0.0001(12) C26 0.0248(14) 0.0211(16) 0.0216(13) -0.0005(13) -0.0026(10) -0.0026(12) C27 0.0218(14) 0.0191(15) 0.0276(14) 0.0009(13) -0.0013(11) 0.0012(11) C28 0.0245(14) 0.0176(15) 0.0226(13) -0.0008(12) -0.0001(10) -0.0026(11) C29 0.0308(15) 0.0131(14) 0.0202(13) -0.0016(12) 0.0023(11) -0.0061(12) C30 0.0238(14) 0.0171(15) 0.0246(14) 0.0020(12) 0.0009(11) 0.0018(12) C31 0.0322(16) 0.0202(16) 0.0254(14) 0.0022(13) 0.0009(11) 0.0019(12) C32 0.0356(16) 0.0195(16) 0.0209(13) 0.0012(13) 0.0016(11) 0.0000(13) C33 0.0263(15) 0.0247(17) 0.0290(15) -0.0042(14) 0.0048(11) -0.0021(12) C34 0.0257(15) 0.0225(16) 0.0271(15) -0.0036(13) -0.0027(11) 0.0035(12) _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 1.368(3) . ? O1 C23 1.455(3) . ? O2 C7 1.374(3) . ? O2 C23 1.462(3) . ? O3 C17 1.368(3) . ? O3 C29 1.444(3) . ? O4 C18 1.374(3) . ? O4 C29 1.457(3) . ? C1 C2 1.400(3) . ? C1 C22 1.403(4) . ? C1 H1 0.9500 . ? C2 C3 1.414(4) . ? C2 C11 1.447(3) . ? C3 C4 1.377(4) . ? C3 H3 0.9500 . ? C4 C5 1.446(4) . ? C4 C9 1.451(4) . ? C5 C6 1.344(3) . ? C5 H5 0.9500 . ? C6 C7 1.423(4) . ? C7 C8 1.345(4) . ? C8 C9 1.440(3) . ? C8 H8 0.9500 . ? C9 C10 1.388(4) . ? C10 C11 1.416(3) . ? C10 H10 0.9500 . ? C11 C12 1.402(4) . ? C12 C13 1.398(3) . ? C12 H12 0.9500 . ? C13 C14 1.424(4) . ? C13 C22 1.446(4) . ? C14 C15 1.380(3) . ? C14 H14 0.9500 . ? C15 C16 1.441(4) . ? C15 C20 1.458(4) . ? C16 C17 1.341(4) . ? C16 H16 0.9500 . ? C17 C18 1.424(4) . ? C18 C19 1.345(4) . ? C19 C20 1.443(3) . ? C19 H19 0.9500 . ? C20 C21 1.380(4) . ? C21 C22 1.419(3) . ? C21 H21 0.9500 . ? C23 C24 1.500(4) . ? C23 C28 1.508(4) . ? C24 C25 1.529(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.526(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.524(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.528(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C34 1.502(4) . ? C29 C30 1.507(4) . ? C30 C31 1.526(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.530(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.519(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.529(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? 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 C23 107.10(19) . . ? C7 O2 C23 106.80(18) . . ? C17 O3 C29 106.90(19) . . ? C18 O4 C29 106.09(19) . . ? C2 C1 C22 121.3(2) . . ? C2 C1 H1 119.3 . . ? C22 C1 H1 119.3 . . ? C1 C2 C3 121.9(2) . . ? C1 C2 C11 119.6(2) . . ? C3 C2 C11 118.4(2) . . ? C4 C3 C2 122.5(2) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C3 C4 C5 120.9(2) . . ? C3 C4 C9 119.6(2) . . ? C5 C4 C9 119.5(2) . . ? C6 C5 C4 117.6(2) . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? C5 C6 O1 128.2(2) . . ? C5 C6 C7 122.7(2) . . ? O1 C6 C7 109.0(2) . . ? C8 C7 O2 128.4(2) . . ? C8 C7 C6 122.8(2) . . ? O2 C7 C6 108.8(2) . . ? C7 C8 C9 117.6(2) . . ? C7 C8 H8 121.2 . . ? C9 C8 H8 121.2 . . ? C10 C9 C8 121.7(2) . . ? C10 C9 C4 118.5(2) . . ? C8 C9 C4 119.8(2) . . ? C9 C10 C11 122.6(2) . . ? C9 C10 H10 118.7 . . ? C11 C10 H10 118.7 . . ? C12 C11 C10 122.9(2) . . ? C12 C11 C2 118.7(2) . . ? C10 C11 C2 118.4(2) . . ? C13 C12 C11 121.9(2) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 122.3(2) . . ? C12 C13 C22 119.3(2) . . ? C14 C13 C22 118.4(2) . . ? C15 C14 C13 122.1(2) . . ? C15 C14 H14 118.9 . . ? C13 C14 H14 118.9 . . ? C14 C15 C16 121.3(2) . . ? C14 C15 C20 119.2(2) . . ? C16 C15 C20 119.4(2) . . ? C17 C16 C15 118.1(2) . . ? C17 C16 H16 121.0 . . ? C15 C16 H16 121.0 . . ? C16 C17 O3 128.9(2) . . ? C16 C17 C18 122.3(2) . . ? O3 C17 C18 108.8(2) . . ? C19 C18 O4 127.7(2) . . ? C19 C18 C17 123.2(2) . . ? O4 C18 C17 109.1(2) . . ? C18 C19 C20 117.4(2) . . ? C18 C19 H19 121.3 . . ? C20 C19 H19 121.3 . . ? C21 C20 C19 121.1(2) . . ? C21 C20 C15 119.3(2) . . ? C19 C20 C15 119.5(2) . . ? C20 C21 C22 122.0(2) . . ? C20 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C1 C22 C21 122.0(2) . . ? C1 C22 C13 119.1(2) . . ? C21 C22 C13 118.8(2) . . ? O1 C23 O2 104.88(18) . . ? O1 C23 C24 110.0(2) . . ? O2 C23 C24 109.1(2) . . ? O1 C23 C28 110.0(2) . . ? O2 C23 C28 109.0(2) . . ? C24 C23 C28 113.4(2) . . ? C23 C24 C25 110.8(2) . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C26 C25 C24 111.0(2) . . ? C26 C25 H25A 109.4 . . ? C24 C25 H25A 109.4 . . ? C26 C25 H25B 109.4 . . ? C24 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C27 C26 C25 110.7(2) . . ? C27 C26 H26A 109.5 . . ? C25 C26 H26A 109.5 . . ? C27 C26 H26B 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 108.1 . . ? C26 C27 C28 111.2(2) . . ? C26 C27 H27A 109.4 . . ? C28 C27 H27A 109.4 . . ? C26 C27 H27B 109.4 . . ? C28 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? C23 C28 C27 111.0(2) . . ? C23 C28 H28A 109.4 . . ? C27 C28 H28A 109.4 . . ? C23 C28 H28B 109.4 . . ? C27 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? O3 C29 O4 105.86(19) . . ? O3 C29 C34 110.7(2) . . ? O4 C29 C34 109.0(2) . . ? O3 C29 C30 109.5(2) . . ? O4 C29 C30 108.8(2) . . ? C34 C29 C30 112.7(2) . . ? C29 C30 C31 111.4(2) . . ? C29 C30 H30A 109.4 . . ? C31 C30 H30A 109.4 . . ? C29 C30 H30B 109.4 . . ? C31 C30 H30B 109.4 . . ? H30A C30 H30B 108.0 . . ? C30 C31 C32 110.9(2) . . ? C30 C31 H31A 109.5 . . ? C32 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? C33 C32 C31 111.0(2) . . ? C33 C32 H32A 109.4 . . ? C31 C32 H32A 109.4 . . ? C33 C32 H32B 109.4 . . ? C31 C32 H32B 109.4 . . ? H32A C32 H32B 108.0 . . ? C32 C33 C34 111.6(2) . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33B 109.3 . . ? C34 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C29 C34 C33 110.5(2) . . ? C29 C34 H34A 109.5 . . ? C33 C34 H34A 109.5 . . ? C29 C34 H34B 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 108.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C22 C1 C2 C3 -179.6(2) . . . . ? C22 C1 C2 C11 0.2(4) . . . . ? C1 C2 C3 C4 -178.5(2) . . . . ? C11 C2 C3 C4 1.7(4) . . . . ? C2 C3 C4 C5 177.5(2) . . . . ? C2 C3 C4 C9 -1.4(4) . . . . ? C3 C4 C5 C6 -178.4(2) . . . . ? C9 C4 C5 C6 0.5(3) . . . . ? C4 C5 C6 O1 -179.0(2) . . . . ? C4 C5 C6 C7 -0.4(4) . . . . ? C23 O1 C6 C5 -169.5(3) . . . . ? C23 O1 C6 C7 11.8(3) . . . . ? C23 O2 C7 C8 169.9(2) . . . . ? C23 O2 C7 C6 -10.9(3) . . . . ? C5 C6 C7 C8 -0.1(4) . . . . ? O1 C6 C7 C8 178.7(2) . . . . ? C5 C6 C7 O2 -179.3(2) . . . . ? O1 C6 C7 O2 -0.6(3) . . . . ? O2 C7 C8 C9 179.6(2) . . . . ? C6 C7 C8 C9 0.5(4) . . . . ? C7 C8 C9 C10 178.3(2) . . . . ? C7 C8 C9 C4 -0.4(3) . . . . ? C3 C4 C9 C10 0.1(3) . . . . ? C5 C4 C9 C10 -178.8(2) . . . . ? C3 C4 C9 C8 178.8(2) . . . . ? C5 C4 C9 C8 -0.1(3) . . . . ? C8 C9 C10 C11 -177.8(2) . . . . ? C4 C9 C10 C11 1.0(4) . . . . ? C9 C10 C11 C12 178.8(2) . . . . ? C9 C10 C11 C2 -0.7(4) . . . . ? C1 C2 C11 C12 0.1(3) . . . . ? C3 C2 C11 C12 179.9(2) . . . . ? C1 C2 C11 C10 179.6(2) . . . . ? C3 C2 C11 C10 -0.6(3) . . . . ? C10 C11 C12 C13 -179.5(2) . . . . ? C2 C11 C12 C13 -0.1(4) . . . . ? C11 C12 C13 C14 178.9(2) . . . . ? C11 C12 C13 C22 -0.2(4) . . . . ? C12 C13 C14 C15 -178.3(2) . . . . ? C22 C13 C14 C15 0.9(4) . . . . ? C13 C14 C15 C16 178.1(2) . . . . ? C13 C14 C15 C20 -1.5(4) . . . . ? C14 C15 C16 C17 -176.6(2) . . . . ? C20 C15 C16 C17 3.0(4) . . . . ? C15 C16 C17 O3 176.6(2) . . . . ? C15 C16 C17 C18 -3.5(4) . . . . ? C29 O3 C17 C16 168.8(3) . . . . ? C29 O3 C17 C18 -11.1(3) . . . . ? C29 O4 C18 C19 -170.7(3) . . . . ? C29 O4 C18 C17 11.0(3) . . . . ? C16 C17 C18 C19 1.6(4) . . . . ? O3 C17 C18 C19 -178.5(2) . . . . ? C16 C17 C18 O4 -180.0(2) . . . . ? O3 C17 C18 O4 0.0(3) . . . . ? O4 C18 C19 C20 -177.3(2) . . . . ? C17 C18 C19 C20 0.8(4) . . . . ? C18 C19 C20 C21 177.4(2) . . . . ? C18 C19 C20 C15 -1.1(4) . . . . ? C14 C15 C20 C21 0.3(3) . . . . ? C16 C15 C20 C21 -179.3(2) . . . . ? C14 C15 C20 C19 178.8(2) . . . . ? C16 C15 C20 C19 -0.8(3) . . . . ? C19 C20 C21 C22 -177.0(2) . . . . ? C15 C20 C21 C22 1.5(4) . . . . ? C2 C1 C22 C21 180.0(2) . . . . ? C2 C1 C22 C13 -0.4(4) . . . . ? C20 C21 C22 C1 177.5(2) . . . . ? C20 C21 C22 C13 -2.1(4) . . . . ? C12 C13 C22 C1 0.4(3) . . . . ? C14 C13 C22 C1 -178.7(2) . . . . ? C12 C13 C22 C21 -180.0(2) . . . . ? C14 C13 C22 C21 0.9(3) . . . . ? C6 O1 C23 O2 -17.9(2) . . . . ? C6 O1 C23 C24 -135.2(2) . . . . ? C6 O1 C23 C28 99.2(2) . . . . ? C7 O2 C23 O1 17.5(2) . . . . ? C7 O2 C23 C24 135.4(2) . . . . ? C7 O2 C23 C28 -100.2(2) . . . . ? O1 C23 C24 C25 -178.2(2) . . . . ? O2 C23 C24 C25 67.2(3) . . . . ? C28 C23 C24 C25 -54.5(3) . . . . ? C23 C24 C25 C26 55.3(3) . . . . ? C24 C25 C26 C27 -56.6(3) . . . . ? C25 C26 C27 C28 56.0(3) . . . . ? O1 C23 C28 C27 177.6(2) . . . . ? O2 C23 C28 C27 -67.9(3) . . . . ? C24 C23 C28 C27 53.9(3) . . . . ? C26 C27 C28 C23 -54.0(3) . . . . ? C17 O3 C29 O4 17.6(3) . . . . ? C17 O3 C29 C34 135.6(2) . . . . ? C17 O3 C29 C30 -99.6(2) . . . . ? C18 O4 C29 O3 -17.5(3) . . . . ? C18 O4 C29 C34 -136.6(2) . . . . ? C18 O4 C29 C30 100.2(2) . . . . ? O3 C29 C30 C31 -179.1(2) . . . . ? O4 C29 C30 C31 65.6(3) . . . . ? C34 C29 C30 C31 -55.5(3) . . . . ? C29 C30 C31 C32 54.4(3) . . . . ? C30 C31 C32 C33 -54.7(3) . . . . ? C31 C32 C33 C34 55.5(3) . . . . ? O3 C29 C34 C33 178.3(2) . . . . ? O4 C29 C34 C33 -65.7(3) . . . . ? C30 C29 C34 C33 55.3(3) . . . . ? C32 C33 C34 C29 -55.2(3) . . . . ? _diffrn_measured_fraction_theta_max .952 _diffrn_reflns_theta_full 67.67 _diffrn_measured_fraction_theta_full .952 _refine_diff_density_max .386 _refine_diff_density_min -.343 _refine_diff_density_rms .101