# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Science # This journal is © The Royal Society of Chemistry and Owner Societies 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_af2 _database_code_depnum_ccdc_archive 'CCDC 894359' #TrackingRef 'web_deposit_cif_file_0_GuyClarkson_1343729988.af2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H52 N6 O9' _chemical_formula_sum 'C44 H52 N6 O9' _chemical_formula_weight 808.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.322(4) _cell_length_b 13.735(4) _cell_length_c 14.199(4) _cell_angle_alpha 67.748(5) _cell_angle_beta 63.947(5) _cell_angle_gamma 64.564(5) _cell_volume 2049.3(10) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 7140 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 27.44 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8991 _exptl_absorpt_correction_T_max 0.9802 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 30 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model except the NHs which were located in a difference map. These were refined with N-H distance retstraints. Anisotropic displacement parameters were used for all non-H atoms except the minor disordered component of the hexyl chain which was refined isotropically. The major to minor ratio was refined as a free variable but then fixed a 75:25. DFIX and SIMU restraints were used to give the minor component chemically sensible bond distances and thermal parameters. H-atoms were given isotropic displacement parameters equal to 1.2 (or 1.5 for methyl or NH H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 27724 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0591 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 29.14 _reflns_number_total 10121 _reflns_number_gt 5939 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0805P)^2^+0.6210P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10121 _refine_ls_number_parameters 569 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.1164 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.1860 _refine_ls_wR_factor_gt 0.1623 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.058 _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 0.33772(13) 0.11176(12) 0.74186(11) 0.0499(4) Uani 1 1 d . A . C2 C 0.33653(17) 0.09554(16) 0.65397(16) 0.0407(5) Uani 1 1 d . . . C3 C 0.29543(17) 0.01519(16) 0.65892(17) 0.0426(5) Uani 1 1 d . . . H3A H 0.2622 -0.0285 0.7269 0.051 Uiso 1 1 calc R . . C4 C 0.30279(17) -0.00127(17) 0.56573(16) 0.0428(5) Uani 1 1 d . . . H4A H 0.2717 -0.0542 0.5704 0.051 Uiso 1 1 calc R . . C5 C 0.35466(16) 0.05804(15) 0.46613(16) 0.0413(5) Uani 1 1 d . . . H5A H 0.3613 0.0446 0.4024 0.050 Uiso 1 1 calc RD . . C6 C 0.39720(16) 0.13748(15) 0.45904(16) 0.0372(4) Uani 1 1 d . . . O7 O 0.45581(12) 0.18207(12) 0.26969(11) 0.0470(3) Uani 1 1 d . . . C7 C 0.46035(16) 0.19342(16) 0.34854(16) 0.0385(4) Uani 1 1 d . . . C8 C 0.52805(17) 0.25943(16) 0.34192(16) 0.0416(5) Uani 1 1 d . . . C9 C 0.61570(18) 0.29034(18) 0.24539(18) 0.0480(5) Uani 1 1 d . . . C10 C 0.6733(2) 0.3556(2) 0.2435(2) 0.0589(6) Uani 1 1 d . . . H10A H 0.7329 0.3760 0.1793 0.071 Uiso 1 1 calc R . . C11 C 0.6445(2) 0.3909(2) 0.3338(2) 0.0623(6) Uani 1 1 d . . . H11A H 0.6834 0.4367 0.3305 0.075 Uiso 1 1 calc R . . C12 C 0.5602(2) 0.36041(19) 0.4286(2) 0.0542(5) Uani 1 1 d . . . H12A H 0.5406 0.3857 0.4901 0.065 Uiso 1 1 calc R . . C13 C 0.50372(17) 0.29237(16) 0.43406(17) 0.0433(5) Uani 1 1 d . . . O14 O 0.37799(15) 0.30503(13) 0.61145(13) 0.0619(4) Uani 1 1 d . . . C14 C 0.41819(18) 0.25610(16) 0.54018(17) 0.0437(5) Uani 1 1 d . . . C15 C 0.38414(16) 0.16117(15) 0.55277(16) 0.0378(4) Uani 1 1 d . . . O16 O 0.64062(13) 0.25154(13) 0.16115(12) 0.0559(4) Uani 1 1 d . . . C17 C 0.7150(2) 0.2926(2) 0.05610(19) 0.0612(7) Uani 1 1 d . . . H17A H 0.7956 0.2725 0.0566 0.073 Uiso 1 1 calc R . . H17B H 0.6832 0.3743 0.0339 0.073 Uiso 1 1 calc R . . C18 C 0.7167(2) 0.2392(2) -0.0202(2) 0.0638(7) Uani 1 1 d . . . H18A H 0.7636 0.1598 -0.0055 0.077 Uiso 1 1 calc R . . H18B H 0.7575 0.2739 -0.0949 0.077 Uiso 1 1 calc R . . C19 C 0.5966(2) 0.24754(18) -0.01370(18) 0.0542(6) Uani 1 1 d . . . H19A H 0.5566 0.2112 0.0605 0.065 Uiso 1 1 calc R . . H19B H 0.6080 0.2055 -0.0629 0.065 Uiso 1 1 calc R . . C20 C 0.5158(2) 0.36478(19) -0.04196(18) 0.0570(6) Uani 1 1 d . . . H20A H 0.5038 0.4072 0.0071 0.068 Uiso 1 1 calc R . . H20B H 0.5550 0.4013 -0.1164 0.068 Uiso 1 1 calc R . . C21 C 0.3967(2) 0.3694(2) -0.03412(18) 0.0596(6) Uani 1 1 d . . . H21A H 0.3551 0.4463 -0.0658 0.072 Uiso 1 1 calc R . . H21B H 0.4090 0.3211 -0.0777 0.072 Uiso 1 1 calc R . . C22 C 0.3196(2) 0.33423(19) 0.07895(18) 0.0546(6) Uani 1 1 d . . . H22A H 0.2445 0.3364 0.0786 0.066 Uiso 1 1 calc R . . H22B H 0.3596 0.2576 0.1125 0.066 Uiso 1 1 calc R . . O23 O 0.29750(14) 0.41066(12) 0.13857(12) 0.0550(4) Uani 1 1 d . . . C24 C 0.24218(18) 0.38876(18) 0.24615(18) 0.0469(5) Uani 1 1 d . A . C25 C 0.24735(18) 0.45039(17) 0.30056(17) 0.0467(5) Uani 1 1 d . . . H25A H 0.2888 0.5029 0.2620 0.056 Uiso 1 1 calc R . . C26 C 0.19234(17) 0.43594(16) 0.41093(16) 0.0413(5) Uani 1 1 d . A . N27 N 0.19755(16) 0.49364(14) 0.47006(14) 0.0492(4) Uani 1 1 d D . . C28 C 0.13609(17) 0.48295(16) 0.57719(16) 0.0402(5) Uani 1 1 d . A . N29 N 0.13646(15) 0.54527(14) 0.62800(14) 0.0457(4) Uani 1 1 d . . . O30 O 0.07425(14) 0.58904(12) 0.78704(12) 0.0564(4) Uani 1 1 d . . . C30 C 0.07958(17) 0.53120(16) 0.73641(17) 0.0436(5) Uani 1 1 d . A . N31 N 0.02510(14) 0.44715(13) 0.79397(13) 0.0418(4) Uani 1 1 d . . . O32 O -0.04326(13) 0.32009(11) 0.79504(12) 0.0510(4) Uani 1 1 d . . . C32 C 0.01293(17) 0.38527(16) 0.74458(17) 0.0418(5) Uani 1 1 d . A . C33 C 0.07431(16) 0.40251(15) 0.62758(16) 0.0385(4) Uani 1 1 d . . . N34 N 0.07129(14) 0.34270(13) 0.57635(14) 0.0419(4) Uani 1 1 d . A . C35 C 0.12906(16) 0.35834(16) 0.46832(17) 0.0409(5) Uani 1 1 d . . . C36 C 0.12724(18) 0.29578(17) 0.41040(18) 0.0469(5) Uani 1 1 d . A . H36A H 0.0869 0.2423 0.4480 0.056 Uiso 1 1 calc R . . C37 C 0.18192(18) 0.31013(18) 0.30177(19) 0.0494(5) Uani 1 1 d . . . H37A H 0.1794 0.2675 0.2640 0.059 Uiso 1 1 calc R A . C38 C -0.0169(2) 0.42271(18) 0.91318(17) 0.0519(6) Uani 1 1 d . A . H38A H -0.0759 0.3838 0.9430 0.062 Uiso 1 1 calc R . . H38B H -0.0552 0.4929 0.9372 0.062 Uiso 1 1 calc R . . C39 C 0.0856(2) 0.35086(19) 0.95497(18) 0.0590(6) Uani 1 1 d . . . H39A H 0.0573 0.3436 1.0337 0.071 Uiso 1 1 calc R A . H39B H 0.1459 0.3889 0.9212 0.071 Uiso 1 1 calc R . . C40 C 0.1434(2) 0.23510(19) 0.93327(19) 0.0575(6) Uani 1 1 d . A . H40A H 0.0961 0.1871 0.9890 0.069 Uiso 1 1 calc R . . H40B H 0.1419 0.2399 0.8625 0.069 Uiso 1 1 calc R . . C41 C 0.2680(2) 0.1815(2) 0.9329(2) 0.0608(6) Uani 1 1 d . . . H41A H 0.2711 0.1875 0.9988 0.073 Uiso 1 1 calc R A . H41B H 0.3173 0.2235 0.8702 0.073 Uiso 1 1 calc R . . C42 C 0.3209(2) 0.0606(2) 0.92807(19) 0.0591(6) Uani 1 1 d . A . H42A H 0.4067 0.0372 0.9136 0.071 Uiso 1 1 calc R . . H42B H 0.2866 0.0156 0.9995 0.071 Uiso 1 1 calc R . . C43 C 0.3013(2) 0.03597(18) 0.84358(17) 0.0497(5) Uani 1 1 d . . . H43A H 0.3479 -0.0415 0.8374 0.060 Uiso 1 1 calc R A . H43B H 0.2171 0.0452 0.8641 0.060 Uiso 1 1 calc R . . C44 C 0.2807(2) 0.5591(2) 0.4208(2) 0.0365(5) Uani 0.75 1 d P A 1 H44A H 0.3502 0.5261 0.3636 0.044 Uiso 0.75 1 calc PR A 1 H44B H 0.3082 0.5563 0.4764 0.044 Uiso 0.75 1 calc PR A 1 C45 C 0.2206(3) 0.6798(2) 0.3725(2) 0.0477(7) Uani 0.75 1 d PU A 1 H45A H 0.1505 0.7151 0.4279 0.057 Uiso 0.75 1 calc PR A 1 H45B H 0.1971 0.6857 0.3129 0.057 Uiso 0.75 1 calc PR A 1 C46 C 0.3240(3) 0.7337(3) 0.3292(3) 0.0619(8) Uani 0.75 1 d PU A 1 H46A H 0.3536 0.7189 0.3878 0.074 Uiso 0.75 1 calc PR A 1 H46B H 0.3905 0.7027 0.2692 0.074 Uiso 0.75 1 calc PR A 1 C47 C 0.2672(3) 0.8593(3) 0.2902(3) 0.0717(9) Uani 0.75 1 d PU A 1 H47A H 0.2002 0.8895 0.3504 0.086 Uiso 0.75 1 calc PR A 1 H47B H 0.2377 0.8735 0.2318 0.086 Uiso 0.75 1 calc PR A 1 C48 C 0.3637(4) 0.9160(3) 0.2479(4) 0.0855(11) Uani 0.75 1 d PU A 1 H48A H 0.3986 0.8951 0.3044 0.103 Uiso 0.75 1 calc PR A 1 H48B H 0.4273 0.8899 0.1839 0.103 Uiso 0.75 1 calc PR A 1 C49 C 0.3122(5) 1.0363(4) 0.2190(4) 0.0993(13) Uani 0.75 1 d PU A 1 H49A H 0.3743 1.0707 0.1879 0.149 Uiso 0.75 1 calc PR A 1 H49B H 0.2539 1.0625 0.2837 0.149 Uiso 0.75 1 calc PR A 1 H49C H 0.2738 1.0564 0.1662 0.149 Uiso 0.75 1 calc PR A 1 C44A C 0.2044(10) 0.6149(9) 0.4056(10) 0.076(2) Uiso 0.25 1 d PDU A 2 H44C H 0.1847 0.6375 0.3392 0.091 Uiso 0.25 1 calc PR A 2 H44D H 0.1481 0.6688 0.4507 0.091 Uiso 0.25 1 calc PR A 2 C45A C 0.3186(10) 0.6118(10) 0.3799(10) 0.083(2) Uiso 0.25 1 d PDU A 2 H45C H 0.3787 0.5606 0.3331 0.100 Uiso 0.25 1 calc PR A 2 H45D H 0.3399 0.5986 0.4432 0.100 Uiso 0.25 1 calc PR A 2 C46A C 0.2835(13) 0.7441(10) 0.3139(11) 0.085(2) Uiso 0.25 1 d PDU A 2 H46C H 0.3384 0.7531 0.2388 0.102 Uiso 0.25 1 calc PR A 2 H46D H 0.2025 0.7701 0.3121 0.102 Uiso 0.25 1 calc PR A 2 C47A C 0.2913(10) 0.8045(10) 0.3679(9) 0.077(2) Uiso 0.25 1 d PDU A 2 H47C H 0.3352 0.7511 0.4175 0.092 Uiso 0.25 1 calc PR A 2 H47D H 0.2103 0.8382 0.4133 0.092 Uiso 0.25 1 calc PR A 2 C48A C 0.3442(8) 0.8913(6) 0.3090(9) 0.091(3) Uiso 0.25 1 d PDU A 2 H48C H 0.3681 0.9036 0.3593 0.110 Uiso 0.25 1 calc PR A 2 H48D H 0.4175 0.8619 0.2523 0.110 Uiso 0.25 1 calc PR A 2 C49A C 0.2869(15) 0.9887(14) 0.2621(14) 0.102(4) Uiso 0.25 1 d PU A 2 H49D H 0.3317 1.0399 0.2363 0.153 Uiso 0.25 1 calc PR A 2 H49E H 0.2096 1.0171 0.3140 0.153 Uiso 0.25 1 calc PR A 2 H49F H 0.2763 0.9820 0.2010 0.153 Uiso 0.25 1 calc PR A 2 O101 O 0.03508(17) 1.00461(16) 0.59767(16) 0.0766(5) Uani 1 1 d . . . C102 C 0.0457(2) 0.9062(3) 0.6212(2) 0.0704(7) Uani 1 1 d . . . H10B H 0.0486 0.8781 0.5680 0.084 Uiso 1 1 calc R . . N103 N 0.0534(2) 0.83668(19) 0.7116(2) 0.0763(6) Uani 1 1 d D . . H03A H 0.053(3) 0.861(3) 0.764(2) 0.114 Uiso 1 1 d D . . H03B H 0.062(3) 0.7636(15) 0.727(3) 0.114 Uiso 1 1 d D . . O201 O 0.03679(17) 0.93627(15) 0.87640(15) 0.0741(5) Uani 1 1 d . . . C202 C 0.0096(2) 1.0384(2) 0.8551(2) 0.0550(6) Uani 1 1 d . . . H20C H -0.0056 1.0710 0.9102 0.066 Uiso 1 1 calc R . . N203 N 0.00006(17) 1.10504(16) 0.76290(18) 0.0561(5) Uani 1 1 d D . . H03C H 0.011(2) 1.079(2) 0.7095(17) 0.084 Uiso 1 1 d D . . H03D H -0.015(2) 1.1761(14) 0.754(2) 0.084 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0578(8) 0.0523(8) 0.0413(8) -0.0122(6) -0.0116(7) -0.0229(7) C2 0.0318(9) 0.0424(10) 0.0425(10) -0.0153(8) -0.0086(8) -0.0062(8) C3 0.0347(10) 0.0410(10) 0.0441(11) -0.0101(9) -0.0060(8) -0.0119(8) C4 0.0370(10) 0.0422(10) 0.0502(11) -0.0111(9) -0.0124(9) -0.0152(8) C5 0.0354(10) 0.0455(10) 0.0441(11) -0.0125(9) -0.0128(8) -0.0124(8) C6 0.0303(9) 0.0344(9) 0.0445(10) -0.0090(8) -0.0147(8) -0.0058(7) O7 0.0468(8) 0.0563(8) 0.0409(7) -0.0087(6) -0.0125(6) -0.0232(7) C7 0.0306(9) 0.0356(9) 0.0446(11) -0.0078(8) -0.0132(8) -0.0068(8) C8 0.0393(10) 0.0357(10) 0.0484(11) 0.0011(8) -0.0225(9) -0.0117(8) C9 0.0434(11) 0.0460(11) 0.0527(12) 0.0029(9) -0.0225(9) -0.0182(9) C10 0.0560(12) 0.0657(14) 0.0603(14) 0.0109(11) -0.0281(11) -0.0367(11) C11 0.0703(13) 0.0608(13) 0.0735(15) 0.0095(11) -0.0414(12) -0.0399(11) C12 0.0619(12) 0.0512(12) 0.0636(13) -0.0019(10) -0.0365(11) -0.0240(10) C13 0.0426(10) 0.0353(10) 0.0544(12) -0.0021(9) -0.0263(9) -0.0111(8) O14 0.0787(11) 0.0520(9) 0.0604(9) -0.0186(7) -0.0184(8) -0.0253(8) C14 0.0443(10) 0.0381(10) 0.0518(12) -0.0085(9) -0.0237(9) -0.0095(9) C15 0.0285(9) 0.0363(9) 0.0453(11) -0.0100(8) -0.0124(8) -0.0067(8) O16 0.0540(9) 0.0622(9) 0.0460(8) -0.0029(7) -0.0065(7) -0.0322(7) C17 0.0485(12) 0.0665(14) 0.0554(14) 0.0044(11) -0.0091(11) -0.0312(11) C18 0.0573(14) 0.0571(14) 0.0503(13) -0.0082(11) 0.0047(11) -0.0218(12) C19 0.0611(14) 0.0500(12) 0.0415(11) -0.0121(9) -0.0038(10) -0.0213(11) C20 0.0766(15) 0.0486(12) 0.0429(12) -0.0091(10) -0.0156(11) -0.0229(11) C21 0.0814(16) 0.0548(13) 0.0501(12) -0.0130(10) -0.0301(12) -0.0188(12) C22 0.0593(13) 0.0569(12) 0.0605(13) -0.0252(10) -0.0262(11) -0.0131(11) O23 0.0660(9) 0.0540(8) 0.0519(8) -0.0191(7) -0.0226(7) -0.0160(7) C24 0.0421(11) 0.0470(11) 0.0534(12) -0.0179(9) -0.0219(9) -0.0041(9) C25 0.0474(11) 0.0431(11) 0.0541(12) -0.0138(9) -0.0185(10) -0.0143(9) C26 0.0391(10) 0.0381(10) 0.0502(11) -0.0142(8) -0.0176(9) -0.0090(8) N27 0.0559(10) 0.0506(9) 0.0502(10) -0.0166(8) -0.0101(8) -0.0283(8) C28 0.0363(10) 0.0380(10) 0.0484(11) -0.0134(8) -0.0114(8) -0.0134(8) N29 0.0463(9) 0.0462(9) 0.0506(10) -0.0172(8) -0.0073(8) -0.0239(8) O30 0.0645(9) 0.0555(8) 0.0578(9) -0.0285(7) -0.0019(7) -0.0322(7) C30 0.0382(10) 0.0397(10) 0.0535(12) -0.0176(9) -0.0068(9) -0.0158(8) N31 0.0371(8) 0.0382(8) 0.0485(9) -0.0166(7) -0.0046(7) -0.0149(7) O32 0.0504(8) 0.0436(7) 0.0608(9) -0.0148(7) -0.0083(7) -0.0245(7) C32 0.0346(10) 0.0337(9) 0.0563(12) -0.0163(9) -0.0110(9) -0.0092(8) C33 0.0308(9) 0.0312(9) 0.0549(11) -0.0136(8) -0.0142(8) -0.0082(7) N34 0.0336(8) 0.0365(8) 0.0578(10) -0.0157(7) -0.0150(7) -0.0092(7) C35 0.0324(9) 0.0369(10) 0.0573(12) -0.0161(9) -0.0183(9) -0.0064(8) C36 0.0393(10) 0.0449(11) 0.0664(13) -0.0219(10) -0.0187(10) -0.0131(9) C37 0.0444(11) 0.0511(11) 0.0664(13) -0.0282(10) -0.0232(10) -0.0094(9) C38 0.0538(12) 0.0483(11) 0.0504(12) -0.0252(10) 0.0062(10) -0.0258(10) C39 0.0787(16) 0.0556(13) 0.0438(12) -0.0176(10) -0.0117(11) -0.0258(12) C40 0.0713(15) 0.0521(12) 0.0507(13) -0.0158(10) -0.0155(11) -0.0227(11) C41 0.0819(16) 0.0597(13) 0.0536(13) -0.0149(11) -0.0287(12) -0.0259(12) C42 0.0696(15) 0.0571(13) 0.0508(13) -0.0111(11) -0.0235(11) -0.0180(12) C43 0.0560(13) 0.0442(11) 0.0430(11) -0.0111(9) -0.0133(10) -0.0129(10) C44 0.0308(11) 0.0462(13) 0.0409(13) -0.0132(11) -0.0092(10) -0.0198(11) C45 0.0611(15) 0.0420(13) 0.0446(14) -0.0079(11) -0.0082(12) -0.0317(12) C46 0.0828(17) 0.0710(16) 0.0554(16) -0.0020(13) -0.0268(14) -0.0518(14) C47 0.0905(19) 0.0718(17) 0.0655(18) -0.0181(15) -0.0151(16) -0.0460(15) C48 0.101(2) 0.084(2) 0.084(2) -0.0289(18) -0.004(2) -0.0591(19) C49 0.147(3) 0.098(3) 0.084(3) 0.000(2) -0.054(3) -0.069(3) O101 0.0909(12) 0.0739(12) 0.0824(12) -0.0191(10) -0.0386(10) -0.0302(10) C102 0.0655(15) 0.0789(17) 0.0799(17) -0.0294(15) -0.0266(13) -0.0224(14) N103 0.0832(15) 0.0598(12) 0.1018(17) -0.0312(13) -0.0404(13) -0.0160(12) O201 0.0976(13) 0.0608(10) 0.0679(11) -0.0062(8) -0.0265(10) -0.0370(10) C202 0.0482(12) 0.0621(14) 0.0591(14) -0.0229(11) -0.0073(10) -0.0244(11) N203 0.0542(11) 0.0448(10) 0.0725(13) -0.0205(10) -0.0212(10) -0.0125(9) _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 C2 1.356(3) . ? O1 C43 1.444(3) . ? C2 C3 1.396(3) . ? C2 C15 1.410(3) . ? C3 C4 1.380(3) . ? C3 H3A 0.9500 . ? C4 C5 1.376(3) . ? C4 H4A 0.9500 . ? C5 C6 1.386(3) . ? C5 H5A 0.9500 . ? C6 C15 1.408(3) . ? C6 C7 1.498(3) . ? O7 C7 1.217(2) . ? C7 C8 1.486(3) . ? C8 C13 1.404(3) . ? C8 C9 1.415(3) . ? C9 O16 1.344(3) . ? C9 C10 1.395(3) . ? C10 C11 1.380(4) . ? C10 H10A 0.9500 . ? C11 C12 1.378(3) . ? C11 H11A 0.9500 . ? C12 C13 1.394(3) . ? C12 H12A 0.9500 . ? C13 C14 1.493(3) . ? O14 C14 1.222(3) . ? C14 C15 1.483(3) . ? O16 C17 1.439(3) . ? C17 C18 1.510(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.518(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.521(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.516(4) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.502(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O23 1.447(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? O23 C24 1.349(3) . ? C24 C25 1.382(3) . ? C24 C37 1.406(3) . ? C25 C26 1.383(3) . ? C25 H25A 0.9500 . ? C26 N27 1.393(3) . ? C26 C35 1.422(3) . ? N27 C28 1.359(3) . ? N27 C44 1.490(3) . ? N27 C44A 1.589(11) . ? C28 N29 1.314(3) . ? C28 C33 1.441(3) . ? N29 C30 1.363(3) . ? O30 C30 1.222(2) . ? C30 N31 1.418(3) . ? N31 C32 1.382(3) . ? N31 C38 1.480(3) . ? O32 C32 1.222(2) . ? C32 C33 1.470(3) . ? C33 N34 1.308(3) . ? N34 C35 1.359(3) . ? C35 C36 1.409(3) . ? C36 C37 1.362(3) . ? C36 H36A 0.9500 . ? C37 H37A 0.9500 . ? C38 C39 1.517(3) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.525(3) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.498(4) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.516(3) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.509(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.530(4) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.616(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.542(5) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.564(5) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.459(6) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C44A C45A 1.385(13) . ? C44A H44C 0.9900 . ? C44A H44D 0.9900 . ? C45A C46A 1.662(14) . ? C45A H45C 0.9900 . ? C45A H45D 0.9900 . ? C46A C47A 1.383(14) . ? C46A H46C 0.9900 . ? C46A H46D 0.9900 . ? C47A C48A 1.436(12) . ? C47A H47C 0.9900 . ? C47A H47D 0.9900 . ? C48A C49A 1.308(19) . ? C48A H48C 0.9900 . ? C48A H48D 0.9900 . ? C49A H49D 0.9800 . ? C49A H49E 0.9800 . ? C49A H49F 0.9800 . ? O101 C102 1.222(3) . ? C102 N103 1.293(4) . ? C102 H10B 0.9500 . ? N103 H03A 0.919(18) . ? N103 H03B 0.910(17) . ? O201 C202 1.236(3) . ? C202 N203 1.306(3) . ? C202 H20C 0.9500 . ? N203 H03C 0.893(17) . ? N203 H03D 0.877(16) . ? 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 O1 C43 116.84(16) . . ? O1 C2 C3 123.40(18) . . ? O1 C2 C15 117.17(18) . . ? C3 C2 C15 119.38(19) . . ? C4 C3 C2 120.49(19) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.8 . . ? C5 C4 C3 120.8(2) . . ? C5 C4 H4A 119.6 . . ? C3 C4 H4A 119.6 . . ? C4 C5 C6 119.78(19) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C5 C6 C15 120.71(18) . . ? C5 C6 C7 117.22(18) . . ? C15 C6 C7 122.04(18) . . ? O7 C7 C8 123.36(18) . . ? O7 C7 C6 119.75(18) . . ? C8 C7 C6 116.88(18) . . ? C13 C8 C9 119.2(2) . . ? C13 C8 C7 118.91(18) . . ? C9 C8 C7 121.9(2) . . ? O16 C9 C10 123.9(2) . . ? O16 C9 C8 117.06(19) . . ? C10 C9 C8 119.0(2) . . ? C11 C10 C9 120.8(2) . . ? C11 C10 H10A 119.6 . . ? C9 C10 H10A 119.6 . . ? C12 C11 C10 120.8(2) . . ? C12 C11 H11A 119.6 . . ? C10 C11 H11A 119.6 . . ? C11 C12 C13 119.8(2) . . ? C11 C12 H12A 120.1 . . ? C13 C12 H12A 120.1 . . ? C12 C13 C8 120.3(2) . . ? C12 C13 C14 117.9(2) . . ? C8 C13 C14 121.83(19) . . ? O14 C14 C15 122.81(19) . . ? O14 C14 C13 120.21(19) . . ? C15 C14 C13 116.97(18) . . ? C6 C15 C2 118.59(18) . . ? C6 C15 C14 118.22(17) . . ? C2 C15 C14 123.18(19) . . ? C9 O16 C17 120.22(18) . . ? O16 C17 C18 106.43(19) . . ? O16 C17 H17A 110.4 . . ? C18 C17 H17A 110.4 . . ? O16 C17 H17B 110.4 . . ? C18 C17 H17B 110.4 . . ? H17A C17 H17B 108.6 . . ? C17 C18 C19 115.15(19) . . ? C17 C18 H18A 108.5 . . ? C19 C18 H18A 108.5 . . ? C17 C18 H18B 108.5 . . ? C19 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? C18 C19 C20 115.3(2) . . ? C18 C19 H19A 108.4 . . ? C20 C19 H19A 108.4 . . ? C18 C19 H19B 108.4 . . ? C20 C19 H19B 108.4 . . ? H19A C19 H19B 107.5 . . ? C21 C20 C19 113.6(2) . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20B 108.8 . . ? C19 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C22 C21 C20 114.03(19) . . ? C22 C21 H21A 108.7 . . ? C20 C21 H21A 108.7 . . ? C22 C21 H21B 108.7 . . ? C20 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? O23 C22 C21 107.29(19) . . ? O23 C22 H22A 110.3 . . ? C21 C22 H22A 110.3 . . ? O23 C22 H22B 110.3 . . ? C21 C22 H22B 110.3 . . ? H22A C22 H22B 108.5 . . ? C24 O23 C22 118.76(17) . . ? O23 C24 C25 115.3(2) . . ? O23 C24 C37 124.0(2) . . ? C25 C24 C37 120.8(2) . . ? C24 C25 C26 120.2(2) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C26 N27 122.56(19) . . ? C25 C26 C35 119.81(19) . . ? N27 C26 C35 117.62(18) . . ? C28 N27 C26 121.01(17) . . ? C28 N27 C44 117.68(18) . . ? C26 N27 C44 120.97(18) . . ? C28 N27 C44A 114.7(5) . . ? C26 N27 C44A 114.0(5) . . ? C44 N27 C44A 39.0(4) . . ? N29 C28 N27 118.90(18) . . ? N29 C28 C33 124.33(18) . . ? N27 C28 C33 116.77(18) . . ? C28 N29 C30 119.12(17) . . ? O30 C30 N29 121.81(18) . . ? O30 C30 N31 118.01(19) . . ? N29 C30 N31 120.18(18) . . ? C32 N31 C30 123.44(17) . . ? C32 N31 C38 118.87(16) . . ? C30 N31 C38 117.66(17) . . ? O32 C32 N31 122.28(19) . . ? O32 C32 C33 122.84(19) . . ? N31 C32 C33 114.88(17) . . ? N34 C33 C28 124.29(19) . . ? N34 C33 C32 118.18(17) . . ? C28 C33 C32 117.52(18) . . ? C33 N34 C35 117.91(17) . . ? N34 C35 C36 119.48(18) . . ? N34 C35 C26 122.18(18) . . ? C36 C35 C26 118.34(19) . . ? C37 C36 C35 121.6(2) . . ? C37 C36 H36A 119.2 . . ? C35 C36 H36A 119.2 . . ? C36 C37 C24 119.2(2) . . ? C36 C37 H37A 120.4 . . ? C24 C37 H37A 120.4 . . ? N31 C38 C39 110.17(17) . . ? N31 C38 H38A 109.6 . . ? C39 C38 H38A 109.6 . . ? N31 C38 H38B 109.6 . . ? C39 C38 H38B 109.6 . . ? H38A C38 H38B 108.1 . . ? C38 C39 C40 114.3(2) . . ? C38 C39 H39A 108.7 . . ? C40 C39 H39A 108.7 . . ? C38 C39 H39B 108.7 . . ? C40 C39 H39B 108.7 . . ? H39A C39 H39B 107.6 . . ? C41 C40 C39 114.2(2) . . ? C41 C40 H40A 108.7 . . ? C39 C40 H40A 108.7 . . ? C41 C40 H40B 108.7 . . ? C39 C40 H40B 108.7 . . ? H40A C40 H40B 107.6 . . ? C40 C41 C42 114.9(2) . . ? C40 C41 H41A 108.5 . . ? C42 C41 H41A 108.5 . . ? C40 C41 H41B 108.5 . . ? C42 C41 H41B 108.5 . . ? H41A C41 H41B 107.5 . . ? C43 C42 C41 114.4(2) . . ? C43 C42 H42A 108.7 . . ? C41 C42 H42A 108.7 . . ? C43 C42 H42B 108.7 . . ? C41 C42 H42B 108.7 . . ? H42A C42 H42B 107.6 . . ? O1 C43 C42 108.45(19) . . ? O1 C43 H43A 110.0 . . ? C42 C43 H43A 110.0 . . ? O1 C43 H43B 110.0 . . ? C42 C43 H43B 110.0 . . ? H43A C43 H43B 108.4 . . ? N27 C44 C45 110.6(2) . . ? N27 C44 H44A 109.5 . . ? C45 C44 H44A 109.5 . . ? N27 C44 H44B 109.5 . . ? C45 C44 H44B 109.5 . . ? H44A C44 H44B 108.1 . . ? C44 C45 C46 101.6(2) . . ? C44 C45 H45A 111.5 . . ? C46 C45 H45A 111.5 . . ? C44 C45 H45B 111.5 . . ? C46 C45 H45B 111.5 . . ? H45A C45 H45B 109.3 . . ? C47 C46 C45 105.6(3) . . ? C47 C46 H46A 110.6 . . ? C45 C46 H46A 110.6 . . ? C47 C46 H46B 110.6 . . ? C45 C46 H46B 110.6 . . ? H46A C46 H46B 108.8 . . ? C46 C47 C48 107.7(3) . . ? C46 C47 H47A 110.2 . . ? C48 C47 H47A 110.2 . . ? C46 C47 H47B 110.2 . . ? C48 C47 H47B 110.2 . . ? H47A C47 H47B 108.5 . . ? C49 C48 C47 110.1(4) . . ? C49 C48 H48A 109.6 . . ? C47 C48 H48A 109.6 . . ? C49 C48 H48B 109.6 . . ? C47 C48 H48B 109.6 . . ? H48A C48 H48B 108.1 . . ? C45A C44A N27 107.1(9) . . ? C45A C44A H44C 110.3 . . ? N27 C44A H44C 110.3 . . ? C45A C44A H44D 110.3 . . ? N27 C44A H44D 110.3 . . ? H44C C44A H44D 108.5 . . ? C44A C45A C46A 89.1(9) . . ? C44A C45A H45C 113.8 . . ? C46A C45A H45C 113.8 . . ? C44A C45A H45D 113.8 . . ? C46A C45A H45D 113.8 . . ? H45C C45A H45D 111.0 . . ? C47A C46A C45A 107.4(11) . . ? C47A C46A H46C 110.2 . . ? C45A C46A H46C 110.2 . . ? C47A C46A H46D 110.2 . . ? C45A C46A H46D 110.2 . . ? H46C C46A H46D 108.5 . . ? C46A C47A C48A 120.4(11) . . ? C46A C47A H47C 107.2 . . ? C48A C47A H47C 107.2 . . ? C46A C47A H47D 107.2 . . ? C48A C47A H47D 107.2 . . ? H47C C47A H47D 106.9 . . ? C49A C48A C47A 121.4(11) . . ? C49A C48A H48C 107.0 . . ? C47A C48A H48C 107.0 . . ? C49A C48A H48D 107.0 . . ? C47A C48A H48D 107.0 . . ? H48C C48A H48D 106.7 . . ? C48A C49A H49D 109.5 . . ? C48A C49A H49E 109.5 . . ? H49D C49A H49E 109.5 . . ? C48A C49A H49F 109.5 . . ? H49D C49A H49F 109.5 . . ? H49E C49A H49F 109.5 . . ? O101 C102 N103 126.2(3) . . ? O101 C102 H10B 116.9 . . ? N103 C102 H10B 116.9 . . ? C102 N103 H03A 119(2) . . ? C102 N103 H03B 124(2) . . ? H03A N103 H03B 117(3) . . ? O201 C202 N203 125.3(2) . . ? O201 C202 H20C 117.4 . . ? N203 C202 H20C 117.4 . . ? C202 N203 H03C 120.6(17) . . ? C202 N203 H03D 118.8(19) . . ? H03C N203 H03D 121(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N103 H03A O201 0.919(18) 2.104(19) 3.017(3) 172(3) . N103 H03B O30 0.910(17) 2.176(18) 3.080(3) 172(3) . N203 H03C O101 0.893(17) 2.035(18) 2.926(3) 175(2) . N203 H03D O32 0.877(16) 2.11(2) 2.931(3) 156(3) 1_565 C202 H20C O201 0.95 2.84 3.713(3) 153.4 2_577 _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.482 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.046 data_af5 _database_code_depnum_ccdc_archive 'CCDC 894360' #TrackingRef 'web_deposit_cif_file_1_GuyClarkson_1343729988.af5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H38 N4 O7' _chemical_formula_sum 'C38 H38 N4 O7' _chemical_formula_weight 662.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.28715(18) _cell_length_b 29.6837(6) _cell_length_c 14.4618(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.412(2) _cell_angle_gamma 90.00 _cell_volume 3118.96(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8204 _cell_measurement_theta_min 3.11 _cell_measurement_theta_max 29.30 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of four sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 16677 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 29.37 _reflns_number_total 7367 _reflns_number_gt 5374 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0834P)^2^+2.9700P] 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 7367 _refine_ls_number_parameters 443 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1739 _refine_ls_wR_factor_gt 0.1620 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 0.0244(2) 0.36115(5) 0.62599(11) 0.0195(4) Uani 1 1 d . . . C2 C -0.0669(3) 0.38497(8) 0.55618(16) 0.0168(5) Uani 1 1 d . . . C3 C -0.1179(3) 0.42983(8) 0.56677(16) 0.0184(5) Uani 1 1 d . . . H3A H -0.0906 0.4444 0.6247 0.022 Uiso 1 1 calc R . . C4 C -0.2080(3) 0.45350(7) 0.49402(17) 0.0187(5) Uani 1 1 d . . . H4A H -0.2432 0.4839 0.5025 0.022 Uiso 1 1 calc R . . C5 C -0.2467(3) 0.43266(7) 0.40895(16) 0.0176(5) Uani 1 1 d . . . H5A H -0.3056 0.4491 0.3587 0.021 Uiso 1 1 calc R . . C6 C -0.1991(3) 0.38761(7) 0.39702(16) 0.0147(4) Uani 1 1 d . . . O7 O -0.3005(3) 0.39285(6) 0.23931(12) 0.0277(4) Uani 1 1 d . . . C7 C -0.2428(3) 0.36798(8) 0.30220(16) 0.0174(5) Uani 1 1 d . . . C8 C -0.2132(3) 0.31916(7) 0.28913(16) 0.0154(4) Uani 1 1 d . . . C9 C -0.2639(3) 0.29695(8) 0.20383(16) 0.0176(5) Uani 1 1 d . . . C10 C -0.2376(3) 0.25057(8) 0.19664(17) 0.0193(5) Uani 1 1 d . . . H10A H -0.2757 0.2354 0.1406 0.023 Uiso 1 1 calc R . . C11 C -0.1564(3) 0.22680(8) 0.27075(18) 0.0215(5) Uani 1 1 d . . . H11A H -0.1387 0.1953 0.2648 0.026 Uiso 1 1 calc R . . C12 C -0.0999(3) 0.24772(8) 0.35357(17) 0.0195(5) Uani 1 1 d . . . H12A H -0.0410 0.2309 0.4032 0.023 Uiso 1 1 calc R . . C13 C -0.1303(3) 0.29381(7) 0.36353(16) 0.0152(4) Uani 1 1 d . . . O14 O 0.0159(3) 0.29154(6) 0.51441(12) 0.0290(4) Uani 1 1 d . . . C14 C -0.0678(3) 0.31460(7) 0.45536(16) 0.0168(5) Uani 1 1 d . . . C15 C -0.1103(3) 0.36283(7) 0.47017(16) 0.0149(4) Uani 1 1 d . . . O16 O -0.3387(2) 0.32196(5) 0.13291(11) 0.0213(4) Uani 1 1 d . . . C17 C -0.3907(3) 0.29959(8) 0.04537(16) 0.0225(5) Uani 1 1 d . . . H17A H -0.4860 0.2765 0.0537 0.027 Uiso 1 1 calc R . . H17B H -0.2826 0.2847 0.0212 0.027 Uiso 1 1 calc R . . C18 C -0.4651(4) 0.33580(10) -0.02093(19) 0.0309(6) Uani 1 1 d . . . H18A H -0.5421 0.3564 0.0135 0.037 Uiso 1 1 calc R . . H18B H -0.5468 0.3212 -0.0700 0.037 Uiso 1 1 calc R . . C19 C -0.3255(4) 0.36390(10) -0.0675(2) 0.0338(6) Uani 1 1 d . . . H19A H -0.2725 0.3452 -0.1156 0.041 Uiso 1 1 calc R . . H19B H -0.3906 0.3894 -0.0995 0.041 Uiso 1 1 calc R . . C20 C -0.1699(4) 0.38244(9) -0.0042(2) 0.0339(7) Uani 1 1 d . . . H20A H -0.1150 0.4090 -0.0328 0.041 Uiso 1 1 calc R . . H20B H -0.2153 0.3917 0.0558 0.041 Uiso 1 1 calc R . . O21 O -0.0328(2) 0.34654(6) 0.01025(12) 0.0270(4) Uani 1 1 d . . . C22 C 0.0715(3) 0.34470(8) 0.09250(17) 0.0209(5) Uani 1 1 d . . . C23 C 0.0965(3) 0.38099(8) 0.15190(17) 0.0198(5) Uani 1 1 d . . . H23A H 0.0493 0.4098 0.1341 0.024 Uiso 1 1 calc R . . C24 C 0.1922(3) 0.37478(7) 0.23873(16) 0.0164(5) Uani 1 1 d . . . N25 N 0.2099(3) 0.40856(6) 0.30553(13) 0.0160(4) Uani 1 1 d . . . C26 C 0.2926(3) 0.39990(7) 0.39248(16) 0.0150(4) Uani 1 1 d . . . N27 N 0.3009(3) 0.43229(6) 0.45436(13) 0.0160(4) Uani 1 1 d . . . O28 O 0.3781(2) 0.45197(5) 0.60312(12) 0.0221(4) Uani 1 1 d . . . C28 C 0.3720(3) 0.42312(7) 0.54288(16) 0.0160(5) Uani 1 1 d . . . N29 N 0.4367(3) 0.37900(6) 0.56623(13) 0.0165(4) Uani 1 1 d . . . O30 O 0.5237(2) 0.30902(5) 0.52270(12) 0.0231(4) Uani 1 1 d . . . C30 C 0.4496(3) 0.34481(7) 0.50264(16) 0.0175(5) Uani 1 1 d . . . C31 C 0.3638(3) 0.35510(7) 0.40851(16) 0.0156(5) Uani 1 1 d . . . N32 N 0.3553(3) 0.32284(6) 0.34683(14) 0.0182(4) Uani 1 1 d . . . C33 C 0.2688(3) 0.33202(8) 0.26228(16) 0.0170(5) Uani 1 1 d . . . C34 C 0.2497(3) 0.29656(8) 0.19725(17) 0.0206(5) Uani 1 1 d . . . H34A H 0.3055 0.2683 0.2118 0.025 Uiso 1 1 calc R . . C35 C 0.1519(3) 0.30237(8) 0.11360(18) 0.0226(5) Uani 1 1 d . . . H35A H 0.1384 0.2783 0.0704 0.027 Uiso 1 1 calc R . . C36 C 0.5060(3) 0.36853(8) 0.66265(16) 0.0191(5) Uani 1 1 d . . . H36A H 0.5153 0.3968 0.6991 0.023 Uiso 1 1 calc R . . H36B H 0.6311 0.3555 0.6625 0.023 Uiso 1 1 calc R . . C37 C 0.3808(3) 0.33525(8) 0.70963(17) 0.0201(5) Uani 1 1 d . . . H37A H 0.3221 0.3152 0.6613 0.024 Uiso 1 1 calc R . . H37B H 0.4590 0.3162 0.7528 0.024 Uiso 1 1 calc R . . C38 C 0.2303(3) 0.35598(8) 0.76314(17) 0.0224(5) Uani 1 1 d . . . H38A H 0.1605 0.3313 0.7904 0.027 Uiso 1 1 calc R . . H38B H 0.2891 0.3739 0.8150 0.027 Uiso 1 1 calc R . . C39 C 0.0953(3) 0.38600(8) 0.70693(17) 0.0208(5) Uani 1 1 d . . . H39A H -0.0068 0.3948 0.7446 0.025 Uiso 1 1 calc R . . H39B H 0.1579 0.4137 0.6879 0.025 Uiso 1 1 calc R . . C40 C 0.1351(3) 0.45453(7) 0.28795(17) 0.0190(5) Uani 1 1 d . . . H40A H 0.0784 0.4653 0.3439 0.023 Uiso 1 1 calc R . . H40B H 0.0377 0.4533 0.2364 0.023 Uiso 1 1 calc R . . C41 C 0.2846(4) 0.48788(8) 0.26335(18) 0.0255(5) Uani 1 1 d . . . H41A H 0.2254 0.5174 0.2493 0.031 Uiso 1 1 calc R . . H41B H 0.3715 0.4920 0.3188 0.031 Uiso 1 1 calc R . . C42 C 0.3942(4) 0.47501(9) 0.18265(19) 0.0278(6) Uani 1 1 d . . . H42A H 0.3105 0.4729 0.1256 0.033 Uiso 1 1 calc R . . H42B H 0.4508 0.4450 0.1945 0.033 Uiso 1 1 calc R . . C43 C 0.5442(4) 0.50935(9) 0.16818(19) 0.0297(6) Uani 1 1 d . . . H43A H 0.4861 0.5372 0.1422 0.036 Uiso 1 1 calc R . . H43B H 0.6074 0.5170 0.2292 0.036 Uiso 1 1 calc R . . C44 C 0.6870(4) 0.49345(10) 0.1042(2) 0.0363(7) Uani 1 1 d . . . H44A H 0.7487 0.4662 0.1308 0.044 Uiso 1 1 calc R . . H44B H 0.6245 0.4852 0.0433 0.044 Uiso 1 1 calc R . . C45 C 0.8302(5) 0.52910(11) 0.0899(3) 0.0477(8) Uani 1 1 d . . . H45A H 0.9179 0.5177 0.0474 0.072 Uiso 1 1 calc R . . H45B H 0.8959 0.5366 0.1496 0.072 Uiso 1 1 calc R . . H45C H 0.7698 0.5562 0.0634 0.072 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 0.0235(8) 0.0176(8) 0.0163(8) 0.0007(7) -0.0068(7) 0.0011(6) C2 0.0128(10) 0.0189(11) 0.0182(11) 0.0027(9) -0.0024(9) -0.0015(8) C3 0.0191(11) 0.0188(11) 0.0171(11) -0.0037(10) 0.0006(9) 0.0009(9) C4 0.0189(11) 0.0129(10) 0.0245(12) -0.0006(10) 0.0022(9) 0.0020(8) C5 0.0174(11) 0.0160(10) 0.0192(12) 0.0036(9) 0.0002(9) 0.0016(8) C6 0.0121(10) 0.0149(10) 0.0171(11) 0.0015(9) 0.0008(8) 0.0007(8) O7 0.0425(11) 0.0195(8) 0.0198(9) 0.0023(7) -0.0066(8) 0.0087(8) C7 0.0175(11) 0.0177(11) 0.0168(11) 0.0016(9) -0.0002(9) 0.0024(9) C8 0.0141(10) 0.0136(10) 0.0182(11) 0.0010(9) -0.0006(9) 0.0008(8) C9 0.0157(10) 0.0200(11) 0.0167(11) 0.0009(9) -0.0001(9) -0.0013(9) C10 0.0214(12) 0.0185(11) 0.0181(12) -0.0025(10) 0.0013(9) -0.0021(9) C11 0.0228(12) 0.0139(10) 0.0277(13) -0.0017(10) 0.0010(10) 0.0016(9) C12 0.0212(12) 0.0156(11) 0.0212(12) 0.0016(10) -0.0015(9) 0.0020(9) C13 0.0138(10) 0.0152(10) 0.0166(11) 0.0010(9) 0.0015(8) 0.0001(8) O14 0.0431(11) 0.0193(8) 0.0223(9) 0.0008(7) -0.0124(8) 0.0099(8) C14 0.0156(10) 0.0157(10) 0.0187(11) 0.0011(9) -0.0017(9) 0.0015(8) C15 0.0132(10) 0.0141(10) 0.0173(11) 0.0021(9) 0.0008(8) 0.0004(8) O16 0.0274(9) 0.0190(8) 0.0164(8) -0.0001(7) -0.0060(7) 0.0008(7) C17 0.0278(13) 0.0251(12) 0.0139(11) -0.0013(10) -0.0017(9) -0.0005(10) C18 0.0347(15) 0.0345(14) 0.0228(13) 0.0036(12) -0.0029(11) 0.0066(12) C19 0.0396(16) 0.0317(14) 0.0290(15) 0.0019(12) -0.0052(12) 0.0030(12) C20 0.0480(17) 0.0203(12) 0.0309(15) 0.0014(12) -0.0130(13) -0.0015(12) O21 0.0320(10) 0.0251(9) 0.0220(9) -0.0047(8) -0.0093(8) -0.0021(7) C22 0.0201(12) 0.0249(12) 0.0175(12) -0.0027(10) -0.0005(9) -0.0060(9) C23 0.0226(12) 0.0176(11) 0.0188(12) 0.0006(10) -0.0010(9) -0.0035(9) C24 0.0163(11) 0.0163(10) 0.0165(11) -0.0011(9) 0.0020(9) -0.0035(8) N25 0.0198(9) 0.0124(9) 0.0157(10) -0.0003(8) 0.0006(8) 0.0000(7) C26 0.0131(10) 0.0133(10) 0.0187(11) 0.0022(9) 0.0016(9) -0.0015(8) N27 0.0190(9) 0.0136(9) 0.0153(10) 0.0007(8) -0.0004(7) 0.0003(7) O28 0.0309(9) 0.0172(8) 0.0175(8) -0.0012(7) -0.0026(7) -0.0007(7) C28 0.0171(11) 0.0152(10) 0.0157(11) 0.0016(9) 0.0008(9) -0.0018(8) N29 0.0186(9) 0.0155(9) 0.0149(10) 0.0022(8) -0.0024(7) 0.0007(7) O30 0.0268(9) 0.0177(8) 0.0244(9) 0.0036(7) -0.0019(7) 0.0053(7) C30 0.0155(11) 0.0159(11) 0.0209(12) 0.0023(9) 0.0008(9) -0.0016(8) C31 0.0153(10) 0.0158(10) 0.0158(11) 0.0005(9) 0.0017(8) -0.0003(8) N32 0.0162(9) 0.0177(9) 0.0204(10) 0.0001(8) 0.0007(8) -0.0012(7) C33 0.0144(10) 0.0175(11) 0.0193(11) -0.0010(9) 0.0023(9) -0.0016(8) C34 0.0198(11) 0.0168(11) 0.0252(13) -0.0017(10) 0.0014(10) -0.0003(9) C35 0.0220(12) 0.0224(12) 0.0237(13) -0.0098(10) 0.0033(10) -0.0039(9) C36 0.0193(11) 0.0201(11) 0.0169(11) 0.0031(10) -0.0060(9) -0.0006(9) C37 0.0239(12) 0.0178(11) 0.0175(12) 0.0049(10) -0.0049(9) 0.0003(9) C38 0.0246(12) 0.0256(12) 0.0160(12) 0.0028(10) -0.0041(10) -0.0030(10) C39 0.0217(12) 0.0224(12) 0.0179(12) -0.0027(10) -0.0017(9) -0.0014(9) C40 0.0240(12) 0.0156(10) 0.0167(11) 0.0019(9) -0.0030(9) 0.0040(9) C41 0.0349(14) 0.0188(11) 0.0222(13) 0.0026(10) -0.0005(11) 0.0021(10) C42 0.0312(14) 0.0221(12) 0.0300(14) 0.0020(11) 0.0013(11) 0.0035(10) C43 0.0406(16) 0.0209(12) 0.0277(14) 0.0007(11) 0.0042(12) -0.0001(11) C44 0.0378(16) 0.0360(16) 0.0354(17) -0.0043(13) 0.0036(13) -0.0018(12) C45 0.0448(18) 0.0458(18) 0.055(2) -0.0107(17) 0.0200(16) -0.0094(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.363(3) . ? O1 C39 1.445(3) . ? C2 C3 1.394(3) . ? C2 C15 1.421(3) . ? C3 C4 1.388(3) . ? C3 H3A 0.9500 . ? C4 C5 1.386(3) . ? C4 H4A 0.9500 . ? C5 C6 1.395(3) . ? C5 H5A 0.9500 . ? C6 C15 1.405(3) . ? C6 C7 1.501(3) . ? O7 C7 1.221(3) . ? C7 C8 1.480(3) . ? C8 C13 1.410(3) . ? C8 C9 1.422(3) . ? C9 O16 1.347(3) . ? C9 C10 1.395(3) . ? C10 C11 1.378(3) . ? C10 H10A 0.9500 . ? C11 C12 1.383(3) . ? C11 H11A 0.9500 . ? C12 C13 1.395(3) . ? C12 H12A 0.9500 . ? C13 C14 1.503(3) . ? O14 C14 1.221(3) . ? C14 C15 1.484(3) . ? O16 C17 1.454(3) . ? C17 C18 1.512(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.513(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.506(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 O21 1.464(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? O21 C22 1.363(3) . ? C22 C23 1.381(3) . ? C22 C35 1.410(3) . ? C23 C24 1.401(3) . ? C23 H23A 0.9500 . ? C24 N25 1.391(3) . ? C24 C33 1.418(3) . ? N25 C26 1.376(3) . ? N25 C40 1.484(3) . ? C26 N27 1.312(3) . ? C26 C31 1.439(3) . ? N27 C28 1.371(3) . ? O28 C28 1.220(3) . ? C28 N29 1.424(3) . ? N29 C30 1.378(3) . ? N29 C36 1.479(3) . ? O30 C30 1.217(3) . ? C30 C31 1.486(3) . ? C31 N32 1.307(3) . ? N32 C33 1.359(3) . ? C33 C34 1.411(3) . ? C34 C35 1.367(3) . ? C34 H34A 0.9500 . ? C35 H35A 0.9500 . ? C36 C37 1.538(3) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.520(3) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.516(3) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.534(3) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.513(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.521(4) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.520(4) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.512(4) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 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 C2 O1 C39 117.31(17) . . ? O1 C2 C3 122.2(2) . . ? O1 C2 C15 118.12(19) . . ? C3 C2 C15 119.7(2) . . ? C4 C3 C2 121.0(2) . . ? C4 C3 H3A 119.5 . . ? C2 C3 H3A 119.5 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C4 C5 C6 120.1(2) . . ? C4 C5 H5A 119.9 . . ? C6 C5 H5A 119.9 . . ? C5 C6 C15 120.9(2) . . ? C5 C6 C7 116.60(19) . . ? C15 C6 C7 122.5(2) . . ? O7 C7 C8 122.9(2) . . ? O7 C7 C6 118.8(2) . . ? C8 C7 C6 118.31(19) . . ? C13 C8 C9 118.8(2) . . ? C13 C8 C7 118.9(2) . . ? C9 C8 C7 122.3(2) . . ? O16 C9 C10 122.5(2) . . ? O16 C9 C8 117.9(2) . . ? C10 C9 C8 119.6(2) . . ? C11 C10 C9 120.0(2) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 121.6(2) . . ? C10 C11 H11A 119.2 . . ? C12 C11 H11A 119.2 . . ? C11 C12 C13 119.4(2) . . ? C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? C12 C13 C8 120.4(2) . . ? C12 C13 C14 117.01(19) . . ? C8 C13 C14 122.55(19) . . ? O14 C14 C15 122.6(2) . . ? O14 C14 C13 119.3(2) . . ? C15 C14 C13 118.12(19) . . ? C6 C15 C2 118.4(2) . . ? C6 C15 C14 119.1(2) . . ? C2 C15 C14 122.55(19) . . ? C9 O16 C17 118.32(18) . . ? O16 C17 C18 106.5(2) . . ? O16 C17 H17A 110.4 . . ? C18 C17 H17A 110.4 . . ? O16 C17 H17B 110.4 . . ? C18 C17 H17B 110.4 . . ? H17A C17 H17B 108.6 . . ? C17 C18 C19 117.0(2) . . ? C17 C18 H18A 108.1 . . ? C19 C18 H18A 108.1 . . ? C17 C18 H18B 108.1 . . ? C19 C18 H18B 108.1 . . ? H18A C18 H18B 107.3 . . ? C20 C19 C18 115.5(2) . . ? C20 C19 H19A 108.4 . . ? C18 C19 H19A 108.4 . . ? C20 C19 H19B 108.4 . . ? C18 C19 H19B 108.4 . . ? H19A C19 H19B 107.5 . . ? O21 C20 C19 107.1(2) . . ? O21 C20 H20A 110.3 . . ? C19 C20 H20A 110.3 . . ? O21 C20 H20B 110.3 . . ? C19 C20 H20B 110.3 . . ? H20A C20 H20B 108.6 . . ? C22 O21 C20 118.84(19) . . ? O21 C22 C23 123.3(2) . . ? O21 C22 C35 114.8(2) . . ? C23 C22 C35 121.9(2) . . ? C22 C23 C24 119.2(2) . . ? C22 C23 H23A 120.4 . . ? C24 C23 H23A 120.4 . . ? N25 C24 C23 122.7(2) . . ? N25 C24 C33 117.7(2) . . ? C23 C24 C33 119.5(2) . . ? C26 N25 C24 120.69(18) . . ? C26 N25 C40 117.23(18) . . ? C24 N25 C40 122.04(18) . . ? N27 C26 N25 118.69(19) . . ? N27 C26 C31 124.8(2) . . ? N25 C26 C31 116.53(19) . . ? C26 N27 C28 119.04(19) . . ? O28 C28 N27 121.2(2) . . ? O28 C28 N29 118.9(2) . . ? N27 C28 N29 119.92(19) . . ? C30 N29 C28 123.89(19) . . ? C30 N29 C36 116.03(18) . . ? C28 N29 C36 119.98(18) . . ? O30 C30 N29 122.4(2) . . ? O30 C30 C31 123.1(2) . . ? N29 C30 C31 114.50(19) . . ? N32 C31 C26 124.7(2) . . ? N32 C31 C30 118.0(2) . . ? C26 C31 C30 117.3(2) . . ? C31 N32 C33 117.5(2) . . ? N32 C33 C34 117.7(2) . . ? N32 C33 C24 122.8(2) . . ? C34 C33 C24 119.4(2) . . ? C35 C34 C33 120.9(2) . . ? C35 C34 H34A 119.5 . . ? C33 C34 H34A 119.5 . . ? C34 C35 C22 118.9(2) . . ? C34 C35 H35A 120.5 . . ? C22 C35 H35A 120.5 . . ? N29 C36 C37 112.35(18) . . ? N29 C36 H36A 109.1 . . ? C37 C36 H36A 109.1 . . ? N29 C36 H36B 109.1 . . ? C37 C36 H36B 109.1 . . ? H36A C36 H36B 107.9 . . ? C38 C37 C36 116.2(2) . . ? C38 C37 H37A 108.2 . . ? C36 C37 H37A 108.2 . . ? C38 C37 H37B 108.2 . . ? C36 C37 H37B 108.2 . . ? H37A C37 H37B 107.4 . . ? C39 C38 C37 115.4(2) . . ? C39 C38 H38A 108.4 . . ? C37 C38 H38A 108.4 . . ? C39 C38 H38B 108.4 . . ? C37 C38 H38B 108.4 . . ? H38A C38 H38B 107.5 . . ? O1 C39 C38 108.12(19) . . ? O1 C39 H39A 110.1 . . ? C38 C39 H39A 110.1 . . ? O1 C39 H39B 110.1 . . ? C38 C39 H39B 110.1 . . ? H39A C39 H39B 108.4 . . ? N25 C40 C41 112.04(19) . . ? N25 C40 H40A 109.2 . . ? C41 C40 H40A 109.2 . . ? N25 C40 H40B 109.2 . . ? C41 C40 H40B 109.2 . . ? H40A C40 H40B 107.9 . . ? C42 C41 C40 116.3(2) . . ? C42 C41 H41A 108.2 . . ? C40 C41 H41A 108.2 . . ? C42 C41 H41B 108.2 . . ? C40 C41 H41B 108.2 . . ? H41A C41 H41B 107.4 . . ? C41 C42 C43 111.4(2) . . ? C41 C42 H42A 109.3 . . ? C43 C42 H42A 109.4 . . ? C41 C42 H42B 109.3 . . ? C43 C42 H42B 109.3 . . ? H42A C42 H42B 108.0 . . ? C44 C43 C42 114.1(2) . . ? C44 C43 H43A 108.7 . . ? C42 C43 H43A 108.7 . . ? C44 C43 H43B 108.7 . . ? C42 C43 H43B 108.7 . . ? H43A C43 H43B 107.6 . . ? C45 C44 C43 112.2(2) . . ? C45 C44 H44A 109.2 . . ? C43 C44 H44A 109.2 . . ? C45 C44 H44B 109.2 . . ? C43 C44 H44B 109.2 . . ? H44A C44 H44B 107.9 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C35 H35A O14 0.95 2.37 3.255(3) 154.0 4_565 C4 H4A N27 0.95 2.61 3.548(3) 171.5 3_566 C4 H4A O28 0.95 2.59 3.334(3) 135.9 3_566 C10 H10A O30 0.95 2.53 3.436(3) 159.8 4_465 _diffrn_measured_fraction_theta_max 0.860 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.784 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.066 data_af6 _database_code_depnum_ccdc_archive 'CCDC 894361' #TrackingRef '12952_web_deposit_cif_file_2_GuyClarkson_1343729988.af6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H38 N4 O7' _chemical_formula_sum 'C38 H38 N4 O7' _chemical_formula_weight 662.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.7145(7) _cell_length_b 15.4950(8) _cell_length_c 15.5967(6) _cell_angle_alpha 72.967(4) _cell_angle_beta 77.681(4) _cell_angle_gamma 71.913(5) _cell_volume 3202.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4703 _cell_measurement_theta_min 3.74 _cell_measurement_theta_max 54.34 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of eighteen sets of exposures with different \f angles for the crystal; each low angle 30 s exposure and high angle 120 s exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. There are A and B alerts from the cif checker related to the poor diffraction quality of the data. The crystals were small and very poorly diffracting. This was the best data we were able to collect with the material provided. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 15758 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0905 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.74 _diffrn_reflns_theta_max 54.41 _reflns_number_total 6942 _reflns_number_gt 3894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0543P)^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 6942 _refine_ls_number_parameters 885 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0922 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.0975 _refine_ls_goodness_of_fit_ref 0.855 _refine_ls_restrained_S_all 0.855 _refine_ls_shift/su_max 0.002 _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 O101 O 0.4602(2) -0.15226(19) 1.08341(18) 0.0409(8) Uani 1 1 d . . . C102 C 0.3960(3) -0.0662(3) 1.0856(3) 0.0344(11) Uani 1 1 d . . . C103 C 0.3856(3) -0.0031(3) 1.0009(3) 0.0352(11) Uani 1 1 d . . . H103 H 0.4201 -0.0217 0.9475 0.042 Uiso 1 1 calc R . . C104 C 0.3253(3) 0.0860(3) 0.9948(3) 0.0320(11) Uani 1 1 d . . . O105 O 0.36327(19) 0.13062(18) 0.83522(18) 0.0396(8) Uani 1 1 d . . . C105 C 0.3179(3) 0.1536(3) 0.9047(3) 0.0328(11) Uani 1 1 d . . . C106 C 0.2535(3) 0.2484(3) 0.9015(3) 0.0299(10) Uani 1 1 d . . . C107 C 0.2424(3) 0.3145(3) 0.8179(3) 0.0344(11) Uani 1 1 d . . . H107 H 0.2781 0.2977 0.7642 0.041 Uiso 1 1 calc R . . C108 C 0.1810(3) 0.4031(3) 0.8120(3) 0.0341(11) Uani 1 1 d . . . H108 H 0.1751 0.4469 0.7550 0.041 Uiso 1 1 calc R . . C109 C 0.1276(3) 0.4278(3) 0.8905(3) 0.0318(11) Uani 1 1 d . . . C110 C 0.1366(3) 0.3631(3) 0.9732(3) 0.0328(11) Uani 1 1 d . . . H110 H 0.0996 0.3799 1.0266 0.039 Uiso 1 1 calc R . . C111 C 0.1992(3) 0.2736(3) 0.9793(3) 0.0311(11) Uani 1 1 d . . . O112 O 0.1621(2) 0.23115(18) 1.13905(19) 0.0438(8) Uani 1 1 d . . . C112 C 0.2073(3) 0.2075(3) 1.0694(3) 0.0333(11) Uani 1 1 d . . . C113 C 0.2716(3) 0.1132(3) 1.0738(3) 0.0313(11) Uani 1 1 d . . . C114 C 0.2813(3) 0.0485(3) 1.1568(3) 0.0365(11) Uani 1 1 d . . . H114 H 0.2443 0.0652 1.2103 0.044 Uiso 1 1 calc R . . C115 C 0.3451(3) -0.0410(3) 1.1626(3) 0.0372(11) Uani 1 1 d . . . H115 H 0.3529 -0.0839 1.2199 0.045 Uiso 1 1 calc R . . O116 O 0.06663(19) 0.51358(18) 0.89373(17) 0.0358(7) Uani 1 1 d . . . C117 C 0.0392(3) 0.5817(3) 0.8102(3) 0.0401(12) Uani 1 1 d . . . H11A H 0.0982 0.5872 0.7669 0.048 Uiso 1 1 calc R . . H11B H 0.0072 0.6436 0.8234 0.048 Uiso 1 1 calc R . . C118 C -0.0276(3) 0.5560(3) 0.7666(3) 0.0395(12) Uani 1 1 d . . . H11C H 0.0066 0.4961 0.7497 0.047 Uiso 1 1 calc R . . H11D H -0.0419 0.6045 0.7101 0.047 Uiso 1 1 calc R . . C119 C -0.1241(3) 0.5456(3) 0.8252(3) 0.0344(11) Uani 1 1 d . . . H11E H -0.1543 0.6023 0.8487 0.041 Uiso 1 1 calc R . . H11F H -0.1675 0.5432 0.7860 0.041 Uiso 1 1 calc R . . C120 C -0.1173(3) 0.4612(3) 0.9040(3) 0.0371(11) Uani 1 1 d . . . H12A H -0.0814 0.4656 0.9488 0.045 Uiso 1 1 calc R . . H12B H -0.1826 0.4565 0.9342 0.045 Uiso 1 1 calc R . . O121 O -0.06704(18) 0.38031(18) 0.86806(18) 0.0359(7) Uani 1 1 d . . . C122 C -0.0370(3) 0.2954(3) 0.9253(3) 0.0313(11) Uani 1 1 d . . . C123 C 0.0268(3) 0.2283(3) 0.8828(3) 0.0320(11) Uani 1 1 d . . . H123 H 0.0448 0.2436 0.8191 0.038 Uiso 1 1 calc R . . C124 C 0.0640(3) 0.1390(3) 0.9342(3) 0.0274(10) Uani 1 1 d . . . N125 N 0.1321(2) 0.0699(2) 0.8967(2) 0.0288(8) Uani 1 1 d . . . C126 C 0.1647(3) -0.0188(3) 0.9489(3) 0.0288(10) Uani 1 1 d . . . N127 N 0.2266(2) -0.0821(2) 0.9100(2) 0.0322(9) Uani 1 1 d . . . O128 O 0.3149(2) -0.23285(19) 0.92774(18) 0.0437(8) Uani 1 1 d . . . C128 C 0.2586(3) -0.1711(3) 0.9618(3) 0.0357(11) Uani 1 1 d . . . N129 N 0.2275(2) -0.1940(2) 1.0559(2) 0.0303(9) Uani 1 1 d . . . O130 O 0.13445(19) -0.15248(18) 1.18196(19) 0.0386(8) Uani 1 1 d . . . C130 C 0.1621(3) -0.1315(3) 1.1010(3) 0.0327(11) Uani 1 1 d . . . C131 C 0.1273(3) -0.0349(3) 1.0435(3) 0.0294(10) Uani 1 1 d . . . N132 N 0.0656(2) 0.0277(2) 1.0825(2) 0.0317(9) Uani 1 1 d . . . C133 C 0.0340(3) 0.1157(3) 1.0288(3) 0.0304(11) Uani 1 1 d . . . C134 C -0.0314(3) 0.1859(3) 1.0695(3) 0.0324(11) Uani 1 1 d . . . H134 H -0.0516 0.1712 1.1329 0.039 Uiso 1 1 calc R . . C135 C -0.0658(3) 0.2745(3) 1.0191(3) 0.0330(11) Uani 1 1 d . . . H135 H -0.1087 0.3214 1.0473 0.040 Uiso 1 1 calc R . . C136 C 0.2650(3) -0.2915(3) 1.1057(3) 0.0344(11) Uani 1 1 d . . . H13A H 0.2629 -0.3342 1.0702 0.041 Uiso 1 1 calc R . . H13B H 0.2229 -0.3043 1.1640 0.041 Uiso 1 1 calc R . . C137 C 0.3679(3) -0.3116(3) 1.1241(3) 0.0393(12) Uani 1 1 d . . . H13C H 0.4084 -0.2923 1.0663 0.047 Uiso 1 1 calc R . . H13D H 0.3933 -0.3800 1.1474 0.047 Uiso 1 1 calc R . . C138 C 0.3774(3) -0.2619(3) 1.1919(3) 0.0365(11) Uani 1 1 d . . . H13E H 0.3188 -0.2095 1.1964 0.044 Uiso 1 1 calc R . . H13F H 0.3801 -0.3063 1.2522 0.044 Uiso 1 1 calc R . . C139 C 0.4647(3) -0.2239(3) 1.1683(3) 0.0405(12) Uani 1 1 d . . . H13G H 0.4682 -0.1969 1.2173 0.049 Uiso 1 1 calc R . . H13H H 0.5238 -0.2756 1.1629 0.049 Uiso 1 1 calc R . . C140 C 0.1697(3) 0.0899(3) 0.7986(2) 0.0313(11) Uani 1 1 d . . . H14A H 0.2372 0.0516 0.7898 0.038 Uiso 1 1 calc R . . H14B H 0.1700 0.1566 0.7770 0.038 Uiso 1 1 calc R . . C141 C 0.1102(3) 0.0693(3) 0.7425(2) 0.0337(11) Uani 1 1 d . . . H14C H 0.0417 0.1036 0.7546 0.040 Uiso 1 1 calc R . . H14D H 0.1146 0.0014 0.7600 0.040 Uiso 1 1 calc R . . C142 C 0.1465(3) 0.0987(3) 0.6414(3) 0.0364(11) Uani 1 1 d . . . H14E H 0.1367 0.1674 0.6235 0.044 Uiso 1 1 calc R . . H14F H 0.2167 0.0692 0.6310 0.044 Uiso 1 1 calc R . . C143 C 0.0956(3) 0.0715(3) 0.5815(3) 0.0370(11) Uani 1 1 d . . . H14G H 0.0251 0.0982 0.5942 0.044 Uiso 1 1 calc R . . H14H H 0.1083 0.0024 0.5971 0.044 Uiso 1 1 calc R . . C144 C 0.1283(3) 0.1055(3) 0.4804(3) 0.0443(12) Uani 1 1 d . . . H14I H 0.1126 0.1747 0.4647 0.053 Uiso 1 1 calc R . . H14J H 0.1993 0.0815 0.4687 0.053 Uiso 1 1 calc R . . C145 C 0.0829(3) 0.0757(3) 0.4188(3) 0.0578(14) Uani 1 1 d . . . H14K H 0.1023 0.1053 0.3556 0.087 Uiso 1 1 calc R . . H14L H 0.0125 0.0951 0.4328 0.087 Uiso 1 1 calc R . . H14M H 0.1047 0.0075 0.4282 0.087 Uiso 1 1 calc R . . O201 O 0.03154(19) 0.66931(18) 0.47175(17) 0.0362(7) Uani 1 1 d . . . C202 C 0.0977(3) 0.7156(3) 0.4666(3) 0.0313(11) Uani 1 1 d . . . C203 C 0.1165(3) 0.7207(3) 0.5488(3) 0.0363(11) Uani 1 1 d . . . H203 H 0.0864 0.6897 0.6044 0.044 Uiso 1 1 calc R . . C204 C 0.1800(3) 0.7716(3) 0.5486(3) 0.0297(11) Uani 1 1 d . . . O205 O 0.1485(2) 0.74876(18) 0.70813(19) 0.0403(8) Uani 1 1 d . . . C205 C 0.1942(3) 0.7818(3) 0.6361(3) 0.0313(11) Uani 1 1 d . . . C206 C 0.2645(3) 0.8328(3) 0.6350(3) 0.0268(10) Uani 1 1 d . . . C207 C 0.2838(3) 0.8406(3) 0.7149(3) 0.0307(11) Uani 1 1 d . . . H207 H 0.2517 0.8126 0.7708 0.037 Uiso 1 1 calc R . . C208 C 0.3484(3) 0.8880(3) 0.7151(3) 0.0314(11) Uani 1 1 d . . . H208 H 0.3609 0.8923 0.7708 0.038 Uiso 1 1 calc R . . C209 C 0.3951(3) 0.9296(3) 0.6344(3) 0.0302(11) Uani 1 1 d . . . C210 C 0.3772(3) 0.9229(3) 0.5523(3) 0.0306(11) Uani 1 1 d . . . H210 H 0.4096 0.9513 0.4968 0.037 Uiso 1 1 calc R . . C211 C 0.3119(3) 0.8744(3) 0.5525(3) 0.0256(10) Uani 1 1 d . . . O212 O 0.33398(19) 0.90623(19) 0.39247(19) 0.0393(8) Uani 1 1 d . . . C212 C 0.2932(3) 0.8683(3) 0.4655(3) 0.0313(11) Uani 1 1 d . . . C213 C 0.2260(3) 0.8149(3) 0.4682(3) 0.0289(11) Uani 1 1 d . . . C214 C 0.2048(3) 0.8093(3) 0.3866(3) 0.0347(11) Uani 1 1 d . . . H214 H 0.2349 0.8401 0.3309 0.042 Uiso 1 1 calc R . . C215 C 0.1415(3) 0.7602(3) 0.3856(3) 0.0338(11) Uani 1 1 d . . . H215 H 0.1281 0.7570 0.3298 0.041 Uiso 1 1 calc R . . O216 O 0.4575(2) 0.98185(18) 0.62618(18) 0.0402(8) Uani 1 1 d . . . C217 C 0.4924(3) 0.9794(3) 0.7082(3) 0.0384(11) Uani 1 1 d . . . H21A H 0.4365 0.9930 0.7550 0.046 Uiso 1 1 calc R . . H21B H 0.5262 1.0290 0.6946 0.046 Uiso 1 1 calc R . . C218 C 0.5598(3) 0.8864(3) 0.7450(3) 0.0423(12) Uani 1 1 d . . . H21C H 0.5244 0.8378 0.7606 0.051 Uiso 1 1 calc R . . H21D H 0.5778 0.8885 0.8018 0.051 Uiso 1 1 calc R . . C219 C 0.6518(3) 0.8562(3) 0.6828(3) 0.0431(12) Uani 1 1 d . . . H21E H 0.6970 0.8036 0.7191 0.052 Uiso 1 1 calc R . . H21F H 0.6821 0.9089 0.6596 0.052 Uiso 1 1 calc R . . C220 C 0.6397(3) 0.8258(3) 0.6024(3) 0.0428(12) Uani 1 1 d . . . H22A H 0.5989 0.8784 0.5619 0.051 Uiso 1 1 calc R . . H22B H 0.7031 0.8040 0.5673 0.051 Uiso 1 1 calc R . . O221 O 0.59390(19) 0.75041(18) 0.64041(18) 0.0376(7) Uani 1 1 d . . . C222 C 0.5549(3) 0.7228(3) 0.5843(3) 0.0307(11) Uani 1 1 d . . . C223 C 0.5004(3) 0.6603(3) 0.6295(3) 0.0307(11) Uani 1 1 d . . . H223 H 0.4928 0.6406 0.6937 0.037 Uiso 1 1 calc R . . C224 C 0.4571(3) 0.6267(3) 0.5801(3) 0.0290(10) Uani 1 1 d . . . N225 N 0.4021(3) 0.5633(2) 0.6220(2) 0.0395(10) Uani 1 1 d . . . C226 C 0.3550(3) 0.5340(3) 0.5734(3) 0.0310(11) Uani 1 1 d . . . N227 N 0.2994(2) 0.4790(2) 0.6163(2) 0.0365(9) Uani 1 1 d . . . O228 O 0.2029(2) 0.3962(2) 0.60358(18) 0.0396(8) Uani 1 1 d . . . C228 C 0.2560(3) 0.4473(3) 0.5662(3) 0.0342(11) Uani 1 1 d . . . N229 N 0.2725(2) 0.4728(2) 0.4701(2) 0.0257(8) Uani 1 1 d . . . O230 O 0.34707(18) 0.54667(17) 0.33821(18) 0.0315(7) Uani 1 1 d . . . C230 C 0.3319(3) 0.5290(3) 0.4206(3) 0.0264(10) Uani 1 1 d . . . C231 C 0.3740(3) 0.5659(3) 0.4763(3) 0.0253(10) Uani 1 1 d . . . N232 N 0.4287(2) 0.6219(2) 0.4333(2) 0.0274(9) Uani 1 1 d . . . C233 C 0.4686(3) 0.6549(3) 0.4854(3) 0.0258(10) Uani 1 1 d . . . C234 C 0.5258(3) 0.7178(3) 0.4414(3) 0.0310(11) Uani 1 1 d . . . H234 H 0.5351 0.7369 0.3771 0.037 Uiso 1 1 calc R . . C235 C 0.5682(3) 0.7517(3) 0.4903(3) 0.0311(11) Uani 1 1 d . . . H235 H 0.6062 0.7942 0.4603 0.037 Uiso 1 1 calc R . . C236 C 0.2247(3) 0.4329(3) 0.4231(3) 0.0309(11) Uani 1 1 d . . . H23A H 0.2295 0.3665 0.4548 0.037 Uiso 1 1 calc R . . H23B H 0.2582 0.4352 0.3606 0.037 Uiso 1 1 calc R . . C237 C 0.1189(3) 0.4863(3) 0.4201(3) 0.0338(11) Uani 1 1 d . . . H23C H 0.0857 0.4489 0.4022 0.041 Uiso 1 1 calc R . . H23D H 0.0887 0.4934 0.4817 0.041 Uiso 1 1 calc R . . C238 C 0.1032(3) 0.5828(3) 0.3550(3) 0.0351(11) Uani 1 1 d . . . H23E H 0.1620 0.6046 0.3454 0.042 Uiso 1 1 calc R . . H23F H 0.0936 0.5778 0.2959 0.042 Uiso 1 1 calc R . . C239 C 0.0183(3) 0.6542(3) 0.3880(3) 0.0384(11) Uani 1 1 d . . . H23G H 0.0094 0.7141 0.3411 0.046 Uiso 1 1 calc R . . H23H H -0.0407 0.6327 0.3981 0.046 Uiso 1 1 calc R . . C240 C 0.4054(3) 0.5127(3) 0.7251(3) 0.0541(14) Uani 1 1 d . . . H24A H 0.3864 0.4536 0.7392 0.065 Uiso 1 1 calc R . . H24B H 0.4715 0.4977 0.7400 0.065 Uiso 1 1 calc R . . C241 C 0.3393(3) 0.5749(3) 0.7772(3) 0.0580(14) Uani 1 1 d . . . H24C H 0.2727 0.5708 0.7808 0.070 Uiso 1 1 calc R . . H24D H 0.3415 0.6402 0.7475 0.070 Uiso 1 1 calc R . . C242 C 0.3686(3) 0.5462(4) 0.8757(3) 0.0637(16) Uani 1 1 d . . . H24E H 0.4346 0.5529 0.8696 0.076 Uiso 1 1 calc R . . H24F H 0.3250 0.5924 0.9088 0.076 Uiso 1 1 calc R . . C243 C 0.3673(4) 0.4523(4) 0.9328(3) 0.0621(15) Uani 1 1 d . . . H24G H 0.4103 0.4057 0.8999 0.075 Uiso 1 1 calc R . . H24H H 0.3011 0.4456 0.9406 0.075 Uiso 1 1 calc R . . C244 C 0.3976(4) 0.4282(3) 1.0258(3) 0.0627(15) Uani 1 1 d . . . H24I H 0.4636 0.4356 1.0179 0.075 Uiso 1 1 calc R . . H24J H 0.3543 0.4748 1.0586 0.075 Uiso 1 1 calc R . . C245 C 0.3974(4) 0.3332(3) 1.0843(4) 0.0806(18) Uani 1 1 d . . . H24K H 0.4233 0.3241 1.1402 0.121 Uiso 1 1 calc R . . H24L H 0.4375 0.2858 1.0521 0.121 Uiso 1 1 calc R . . H24M H 0.3312 0.3270 1.0992 0.121 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 O101 0.0468(19) 0.0375(18) 0.0409(19) -0.0062(16) -0.0052(16) -0.0181(17) C102 0.037(3) 0.035(3) 0.036(3) -0.006(2) -0.008(2) -0.017(2) C103 0.040(3) 0.042(3) 0.034(3) -0.007(2) -0.007(2) -0.025(3) C104 0.037(3) 0.027(3) 0.038(3) -0.006(2) -0.009(2) -0.017(2) O105 0.0404(18) 0.0491(19) 0.0335(18) -0.0122(16) -0.0013(15) -0.0184(16) C105 0.034(3) 0.045(3) 0.026(3) -0.011(2) -0.001(2) -0.020(2) C106 0.032(3) 0.035(3) 0.029(3) -0.009(2) 0.002(2) -0.021(2) C107 0.039(3) 0.045(3) 0.029(3) -0.013(2) 0.001(2) -0.023(2) C108 0.035(3) 0.034(3) 0.037(3) -0.009(2) -0.005(2) -0.015(2) C109 0.033(3) 0.037(3) 0.033(3) -0.015(3) -0.001(2) -0.015(2) C110 0.039(3) 0.036(3) 0.032(3) -0.011(2) -0.005(2) -0.020(2) C111 0.039(3) 0.035(3) 0.027(3) -0.010(2) -0.001(2) -0.021(2) O112 0.061(2) 0.0421(19) 0.0323(18) -0.0099(16) -0.0035(16) -0.0200(17) C112 0.043(3) 0.036(3) 0.033(3) -0.011(3) -0.002(2) -0.027(2) C113 0.039(3) 0.030(3) 0.030(3) 0.000(2) -0.007(2) -0.022(2) C114 0.046(3) 0.041(3) 0.034(3) -0.012(2) -0.002(2) -0.026(3) C115 0.049(3) 0.042(3) 0.030(3) -0.006(2) -0.006(2) -0.027(3) O116 0.0447(18) 0.0369(17) 0.0298(17) -0.0067(15) -0.0053(15) -0.0175(16) C117 0.051(3) 0.040(3) 0.026(3) 0.004(2) -0.006(2) -0.018(2) C118 0.049(3) 0.039(3) 0.036(3) -0.010(2) -0.012(3) -0.015(2) C119 0.039(3) 0.032(3) 0.038(3) -0.007(2) -0.012(2) -0.013(2) C120 0.042(3) 0.035(3) 0.042(3) -0.021(2) 0.000(2) -0.013(2) O121 0.0432(18) 0.0325(17) 0.0370(18) -0.0113(15) -0.0074(15) -0.0131(15) C122 0.035(3) 0.036(3) 0.034(3) -0.012(2) -0.006(2) -0.020(2) C123 0.035(3) 0.039(3) 0.029(3) -0.012(2) -0.005(2) -0.015(2) C124 0.029(2) 0.031(3) 0.028(3) -0.010(2) 0.000(2) -0.017(2) N125 0.033(2) 0.035(2) 0.020(2) -0.0059(18) 0.0001(17) -0.0156(19) C126 0.032(3) 0.034(3) 0.027(3) -0.006(2) -0.005(2) -0.019(2) N127 0.041(2) 0.029(2) 0.028(2) -0.0034(19) -0.0043(18) -0.0135(19) O128 0.058(2) 0.0394(18) 0.0315(18) -0.0097(16) -0.0058(16) -0.0096(17) C128 0.044(3) 0.044(3) 0.026(3) -0.011(3) -0.003(2) -0.022(3) N129 0.039(2) 0.029(2) 0.026(2) -0.0067(19) -0.0005(18) -0.0163(19) O130 0.0426(19) 0.0442(19) 0.0265(18) -0.0051(15) 0.0000(16) -0.0141(16) C130 0.034(3) 0.043(3) 0.029(3) -0.010(3) -0.002(2) -0.022(3) C131 0.036(3) 0.032(3) 0.027(3) -0.004(2) -0.004(2) -0.022(2) N132 0.037(2) 0.033(2) 0.030(2) -0.007(2) -0.0003(18) -0.0195(19) C133 0.033(3) 0.037(3) 0.027(3) -0.008(2) 0.000(2) -0.022(2) C134 0.037(3) 0.041(3) 0.029(3) -0.013(2) 0.004(2) -0.025(2) C135 0.039(3) 0.032(3) 0.034(3) -0.013(2) 0.000(2) -0.016(2) C136 0.041(3) 0.033(3) 0.034(3) -0.004(2) -0.004(2) -0.021(2) C137 0.049(3) 0.034(3) 0.038(3) -0.003(2) -0.011(2) -0.015(2) C138 0.048(3) 0.032(2) 0.033(3) -0.006(2) -0.010(2) -0.013(2) C139 0.049(3) 0.037(3) 0.036(3) 0.003(2) -0.020(2) -0.014(2) C140 0.035(3) 0.034(3) 0.021(2) -0.004(2) 0.004(2) -0.012(2) C141 0.037(3) 0.037(3) 0.029(3) -0.011(2) -0.007(2) -0.009(2) C142 0.037(3) 0.040(3) 0.030(3) -0.010(2) -0.004(2) -0.006(2) C143 0.033(3) 0.043(3) 0.032(3) -0.016(2) -0.008(2) 0.003(2) C144 0.043(3) 0.051(3) 0.034(3) -0.016(2) -0.003(2) -0.003(2) C145 0.058(3) 0.070(3) 0.048(3) -0.030(3) -0.019(3) 0.002(3) O201 0.0419(18) 0.0430(17) 0.0307(18) -0.0106(15) -0.0050(15) -0.0195(16) C202 0.027(3) 0.029(3) 0.037(3) -0.004(2) -0.005(3) -0.011(2) C203 0.038(3) 0.026(2) 0.041(3) -0.004(2) -0.009(2) -0.005(2) C204 0.030(3) 0.023(2) 0.036(3) -0.006(2) -0.008(2) -0.005(2) O205 0.0432(19) 0.0445(19) 0.0328(18) -0.0039(16) -0.0028(16) -0.0179(16) C205 0.033(3) 0.025(2) 0.029(3) -0.002(2) 0.002(2) -0.006(2) C206 0.030(3) 0.021(2) 0.027(3) -0.005(2) 0.001(2) -0.007(2) C207 0.037(3) 0.030(2) 0.023(3) -0.006(2) 0.002(2) -0.011(2) C208 0.034(3) 0.032(3) 0.029(3) -0.012(2) -0.001(2) -0.008(2) C209 0.028(3) 0.028(2) 0.038(3) -0.012(2) 0.000(3) -0.011(2) C210 0.033(3) 0.025(2) 0.029(3) -0.004(2) 0.006(2) -0.010(2) C211 0.021(2) 0.024(2) 0.030(3) -0.007(2) 0.000(2) -0.006(2) O212 0.0445(19) 0.0451(19) 0.0295(18) -0.0085(16) -0.0024(16) -0.0158(16) C212 0.031(3) 0.030(3) 0.028(3) -0.008(2) -0.001(2) -0.003(2) C213 0.035(3) 0.027(2) 0.025(3) -0.005(2) -0.003(2) -0.009(2) C214 0.039(3) 0.029(3) 0.030(3) -0.006(2) 0.001(2) -0.006(2) C215 0.040(3) 0.034(3) 0.032(3) -0.010(2) -0.002(2) -0.016(2) O216 0.0478(19) 0.0411(18) 0.0377(19) -0.0128(15) -0.0006(16) -0.0210(17) C217 0.048(3) 0.041(3) 0.036(3) -0.020(2) -0.006(2) -0.016(2) C218 0.056(3) 0.050(3) 0.034(3) -0.012(2) -0.011(3) -0.027(3) C219 0.048(3) 0.054(3) 0.043(3) -0.025(3) -0.003(2) -0.024(3) C220 0.040(3) 0.044(3) 0.049(3) -0.014(3) 0.002(2) -0.020(3) O221 0.0432(18) 0.0347(17) 0.0460(19) -0.0095(15) -0.0086(16) -0.0245(16) C222 0.031(3) 0.027(2) 0.037(3) -0.013(2) -0.008(2) -0.005(2) C223 0.039(3) 0.033(3) 0.026(3) -0.009(2) -0.003(2) -0.017(2) C224 0.026(2) 0.027(2) 0.036(3) -0.006(2) 0.001(2) -0.014(2) N225 0.057(3) 0.054(2) 0.020(2) -0.004(2) -0.007(2) -0.035(2) C226 0.035(3) 0.035(3) 0.027(3) -0.009(2) -0.002(2) -0.014(2) N227 0.041(2) 0.049(2) 0.031(2) -0.008(2) -0.002(2) -0.031(2) O228 0.0440(19) 0.0552(19) 0.0319(19) -0.0095(16) -0.0001(16) -0.0350(18) C228 0.035(3) 0.038(3) 0.035(3) -0.011(2) -0.006(3) -0.013(2) N229 0.031(2) 0.0293(19) 0.021(2) -0.0055(17) -0.0041(18) -0.0138(19) O230 0.0376(18) 0.0346(17) 0.0256(18) -0.0068(15) -0.0031(15) -0.0153(14) C230 0.022(2) 0.022(2) 0.033(3) -0.004(2) -0.003(2) -0.006(2) C231 0.021(2) 0.024(2) 0.033(3) -0.008(2) -0.002(2) -0.010(2) N232 0.025(2) 0.0274(19) 0.032(2) -0.0088(18) -0.0081(18) -0.0061(18) C233 0.024(2) 0.023(2) 0.032(3) -0.009(2) -0.002(2) -0.007(2) C234 0.032(3) 0.025(2) 0.033(3) 0.000(2) -0.001(2) -0.011(2) C235 0.031(3) 0.026(2) 0.041(3) -0.008(2) -0.005(2) -0.014(2) C236 0.036(3) 0.036(3) 0.027(2) -0.008(2) -0.004(2) -0.017(2) C237 0.037(3) 0.038(3) 0.035(3) -0.010(2) -0.004(2) -0.020(2) C238 0.038(3) 0.040(3) 0.034(3) -0.012(2) -0.006(2) -0.015(2) C239 0.038(3) 0.044(3) 0.038(3) -0.011(2) -0.013(2) -0.011(2) C240 0.045(3) 0.045(3) 0.085(4) -0.031(3) -0.008(3) -0.016(3) C241 0.038(3) 0.054(3) 0.085(4) -0.024(3) 0.005(3) -0.018(3) C242 0.054(3) 0.085(4) 0.032(3) -0.001(3) -0.007(3) -0.003(3) C243 0.070(4) 0.079(4) 0.054(3) -0.027(3) 0.008(3) -0.043(3) C244 0.068(4) 0.062(4) 0.056(3) -0.004(3) -0.031(3) -0.010(3) C245 0.071(4) 0.069(4) 0.076(4) 0.009(3) 0.002(3) -0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O101 C102 1.379(4) . ? O101 C139 1.456(4) . ? C102 C115 1.367(5) . ? C102 C103 1.401(5) . ? C103 C104 1.378(5) . ? C103 H103 0.9500 . ? C104 C113 1.415(5) . ? C104 C105 1.489(5) . ? O105 C105 1.231(4) . ? C105 C106 1.474(5) . ? C106 C111 1.390(5) . ? C106 C107 1.407(5) . ? C107 C108 1.379(5) . ? C107 H107 0.9500 . ? C108 C109 1.393(5) . ? C108 H108 0.9500 . ? C109 O116 1.362(4) . ? C109 C110 1.385(5) . ? C110 C111 1.396(5) . ? C110 H110 0.9500 . ? C111 C112 1.480(5) . ? O112 C112 1.237(4) . ? C112 C113 1.465(5) . ? C113 C114 1.389(5) . ? C114 C115 1.403(5) . ? C114 H114 0.9500 . ? C115 H115 0.9500 . ? O116 C117 1.459(4) . ? C117 C118 1.508(5) . ? C117 H11A 0.9900 . ? C117 H11B 0.9900 . ? C118 C119 1.542(5) . ? C118 H11C 0.9900 . ? C118 H11D 0.9900 . ? C119 C120 1.503(5) . ? C119 H11E 0.9900 . ? C119 H11F 0.9900 . ? C120 O121 1.446(4) . ? C120 H12A 0.9900 . ? C120 H12B 0.9900 . ? O121 C122 1.357(4) . ? C122 C123 1.391(5) . ? C122 C135 1.403(5) . ? C123 C124 1.388(5) . ? C123 H123 0.9500 . ? C124 N125 1.394(4) . ? C124 C133 1.418(5) . ? N125 C126 1.373(4) . ? N125 C140 1.487(4) . ? C126 N127 1.309(4) . ? C126 C131 1.438(5) . ? N127 C128 1.372(5) . ? O128 C128 1.226(4) . ? C128 N129 1.414(5) . ? N129 C130 1.376(5) . ? N129 C136 1.472(4) . ? O130 C130 1.220(4) . ? C130 C131 1.496(5) . ? C131 N132 1.303(4) . ? N132 C133 1.371(5) . ? C133 C134 1.417(5) . ? C134 C135 1.365(5) . ? C134 H134 0.9500 . ? C135 H135 0.9500 . ? C136 C137 1.520(5) . ? C136 H13A 0.9900 . ? C136 H13B 0.9900 . ? C137 C138 1.530(5) . ? C137 H13C 0.9900 . ? C137 H13D 0.9900 . ? C138 C139 1.507(5) . ? C138 H13E 0.9900 . ? C138 H13F 0.9900 . ? C139 H13G 0.9900 . ? C139 H13H 0.9900 . ? C140 C141 1.516(5) . ? C140 H14A 0.9900 . ? C140 H14B 0.9900 . ? C141 C142 1.533(5) . ? C141 H14C 0.9900 . ? C141 H14D 0.9900 . ? C142 C143 1.530(5) . ? C142 H14E 0.9900 . ? C142 H14F 0.9900 . ? C143 C144 1.530(5) . ? C143 H14G 0.9900 . ? C143 H14H 0.9900 . ? C144 C145 1.519(5) . ? C144 H14I 0.9900 . ? C144 H14J 0.9900 . ? C145 H14K 0.9800 . ? C145 H14L 0.9800 . ? C145 H14M 0.9800 . ? O201 C202 1.355(4) . ? O201 C239 1.455(4) . ? C202 C215 1.380(5) . ? C202 C203 1.396(5) . ? C203 C204 1.397(5) . ? C203 H203 0.9500 . ? C204 C213 1.380(5) . ? C204 C205 1.483(5) . ? O205 C205 1.238(4) . ? C205 C206 1.479(5) . ? C206 C207 1.383(5) . ? C206 C211 1.402(5) . ? C207 C208 1.371(5) . ? C207 H207 0.9500 . ? C208 C209 1.379(5) . ? C208 H208 0.9500 . ? C209 O216 1.367(4) . ? C209 C210 1.399(5) . ? C210 C211 1.391(5) . ? C210 H210 0.9500 . ? C211 C212 1.475(5) . ? O212 C212 1.240(4) . ? C212 C213 1.461(5) . ? C213 C214 1.406(5) . ? C214 C215 1.380(5) . ? C214 H214 0.9500 . ? C215 H215 0.9500 . ? O216 C217 1.462(4) . ? C217 C218 1.504(5) . ? C217 H21A 0.9900 . ? C217 H21B 0.9900 . ? C218 C219 1.517(5) . ? C218 H21C 0.9900 . ? C218 H21D 0.9900 . ? C219 C220 1.524(5) . ? C219 H21E 0.9900 . ? C219 H21F 0.9900 . ? C220 O221 1.443(4) . ? C220 H22A 0.9900 . ? C220 H22B 0.9900 . ? O221 C222 1.365(4) . ? C222 C223 1.385(5) . ? C222 C235 1.392(5) . ? C223 C224 1.385(5) . ? C223 H223 0.9500 . ? C224 N225 1.394(5) . ? C224 C233 1.400(5) . ? N225 C226 1.372(5) . ? N225 C240 1.573(5) . ? C226 N227 1.308(5) . ? C226 C231 1.442(5) . ? N227 C228 1.375(5) . ? O228 C228 1.223(4) . ? C228 N229 1.421(5) . ? N229 C230 1.383(5) . ? N229 C236 1.472(4) . ? O230 C230 1.218(4) . ? C230 C231 1.485(5) . ? C231 N232 1.309(4) . ? N232 C233 1.379(4) . ? C233 C234 1.414(5) . ? C234 C235 1.373(5) . ? C234 H234 0.9500 . ? C235 H235 0.9500 . ? C236 C237 1.524(5) . ? C236 H23A 0.9900 . ? C236 H23B 0.9900 . ? C237 C238 1.522(5) . ? C237 H23C 0.9900 . ? C237 H23D 0.9900 . ? C238 C239 1.501(5) . ? C238 H23E 0.9900 . ? C238 H23F 0.9900 . ? C239 H23G 0.9900 . ? C239 H23H 0.9900 . ? C240 C241 1.439(5) . ? C240 H24A 0.9900 . ? C240 H24B 0.9900 . ? C241 C242 1.584(6) . ? C241 H24C 0.9900 . ? C241 H24D 0.9900 . ? C242 C243 1.469(6) . ? C242 H24E 0.9900 . ? C242 H24F 0.9900 . ? C243 C244 1.516(6) . ? C243 H24G 0.9900 . ? C243 H24H 0.9900 . ? C244 C245 1.489(5) . ? C244 H24I 0.9900 . ? C244 H24J 0.9900 . ? C245 H24K 0.9800 . ? C245 H24L 0.9800 . ? C245 H24M 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 C102 O101 C139 116.8(3) . . ? C115 C102 O101 124.6(4) . . ? C115 C102 C103 120.4(4) . . ? O101 C102 C103 114.9(4) . . ? C104 C103 C102 120.1(4) . . ? C104 C103 H103 119.9 . . ? C102 C103 H103 119.9 . . ? C103 C104 C113 120.2(4) . . ? C103 C104 C105 119.5(4) . . ? C113 C104 C105 120.3(4) . . ? O105 C105 C106 121.3(4) . . ? O105 C105 C104 121.1(4) . . ? C106 C105 C104 117.6(4) . . ? C111 C106 C107 118.4(4) . . ? C111 C106 C105 121.5(4) . . ? C107 C106 C105 120.0(4) . . ? C108 C107 C106 121.7(4) . . ? C108 C107 H107 119.1 . . ? C106 C107 H107 119.1 . . ? C107 C108 C109 119.3(4) . . ? C107 C108 H108 120.3 . . ? C109 C108 H108 120.3 . . ? O116 C109 C110 115.5(4) . . ? O116 C109 C108 124.8(4) . . ? C110 C109 C108 119.7(4) . . ? C109 C110 C111 120.9(4) . . ? C109 C110 H110 119.5 . . ? C111 C110 H110 119.5 . . ? C106 C111 C110 119.9(4) . . ? C106 C111 C112 121.3(4) . . ? C110 C111 C112 118.9(4) . . ? O112 C112 C113 120.8(4) . . ? O112 C112 C111 121.3(4) . . ? C113 C112 C111 117.9(4) . . ? C114 C113 C104 118.6(4) . . ? C114 C113 C112 120.0(4) . . ? C104 C113 C112 121.3(4) . . ? C113 C114 C115 120.7(4) . . ? C113 C114 H114 119.6 . . ? C115 C114 H114 119.6 . . ? C102 C115 C114 119.8(4) . . ? C102 C115 H115 120.1 . . ? C114 C115 H115 120.1 . . ? C109 O116 C117 120.0(3) . . ? O116 C117 C118 113.1(3) . . ? O116 C117 H11A 109.0 . . ? C118 C117 H11A 109.0 . . ? O116 C117 H11B 109.0 . . ? C118 C117 H11B 109.0 . . ? H11A C117 H11B 107.8 . . ? C117 C118 C119 115.5(3) . . ? C117 C118 H11C 108.4 . . ? C119 C118 H11C 108.4 . . ? C117 C118 H11D 108.4 . . ? C119 C118 H11D 108.4 . . ? H11C C118 H11D 107.5 . . ? C120 C119 C118 115.7(3) . . ? C120 C119 H11E 108.4 . . ? C118 C119 H11E 108.4 . . ? C120 C119 H11F 108.4 . . ? C118 C119 H11F 108.4 . . ? H11E C119 H11F 107.4 . . ? O121 C120 C119 106.9(3) . . ? O121 C120 H12A 110.4 . . ? C119 C120 H12A 110.4 . . ? O121 C120 H12B 110.4 . . ? C119 C120 H12B 110.4 . . ? H12A C120 H12B 108.6 . . ? C122 O121 C120 119.8(3) . . ? O121 C122 C123 113.8(4) . . ? O121 C122 C135 124.7(4) . . ? C123 C122 C135 121.5(4) . . ? C124 C123 C122 119.4(4) . . ? C124 C123 H123 120.3 . . ? C122 C123 H123 120.3 . . ? C123 C124 N125 122.4(4) . . ? C123 C124 C133 120.0(4) . . ? N125 C124 C133 117.6(3) . . ? C126 N125 C124 120.9(3) . . ? C126 N125 C140 118.3(3) . . ? C124 N125 C140 120.8(3) . . ? N127 C126 N125 118.7(4) . . ? N127 C126 C131 124.8(4) . . ? N125 C126 C131 116.5(4) . . ? C126 N127 C128 118.9(3) . . ? O128 C128 N127 120.9(4) . . ? O128 C128 N129 118.2(4) . . ? N127 C128 N129 120.9(4) . . ? C130 N129 C128 123.4(3) . . ? C130 N129 C136 119.6(3) . . ? C128 N129 C136 117.0(3) . . ? O130 C130 N129 122.8(4) . . ? O130 C130 C131 122.1(4) . . ? N129 C130 C131 115.1(4) . . ? N132 C131 C126 125.1(4) . . ? N132 C131 C130 117.9(4) . . ? C126 C131 C130 117.0(4) . . ? C131 N132 C133 117.3(3) . . ? N132 C133 C134 118.7(4) . . ? N132 C133 C124 122.6(4) . . ? C134 C133 C124 118.8(4) . . ? C135 C134 C133 121.1(4) . . ? C135 C134 H134 119.4 . . ? C133 C134 H134 119.4 . . ? C134 C135 C122 119.1(4) . . ? C134 C135 H135 120.4 . . ? C122 C135 H135 120.4 . . ? N129 C136 C137 112.4(3) . . ? N129 C136 H13A 109.1 . . ? C137 C136 H13A 109.1 . . ? N129 C136 H13B 109.1 . . ? C137 C136 H13B 109.1 . . ? H13A C136 H13B 107.9 . . ? C136 C137 C138 113.9(3) . . ? C136 C137 H13C 108.8 . . ? C138 C137 H13C 108.8 . . ? C136 C137 H13D 108.8 . . ? C138 C137 H13D 108.8 . . ? H13C C137 H13D 107.7 . . ? C139 C138 C137 114.4(3) . . ? C139 C138 H13E 108.7 . . ? C137 C138 H13E 108.7 . . ? C139 C138 H13F 108.7 . . ? C137 C138 H13F 108.7 . . ? H13E C138 H13F 107.6 . . ? O101 C139 C138 110.9(3) . . ? O101 C139 H13G 109.5 . . ? C138 C139 H13G 109.5 . . ? O101 C139 H13H 109.5 . . ? C138 C139 H13H 109.5 . . ? H13G C139 H13H 108.1 . . ? N125 C140 C141 112.4(3) . . ? N125 C140 H14A 109.1 . . ? C141 C140 H14A 109.1 . . ? N125 C140 H14B 109.1 . . ? C141 C140 H14B 109.1 . . ? H14A C140 H14B 107.8 . . ? C140 C141 C142 110.5(3) . . ? C140 C141 H14C 109.5 . . ? C142 C141 H14C 109.5 . . ? C140 C141 H14D 109.5 . . ? C142 C141 H14D 109.5 . . ? H14C C141 H14D 108.1 . . ? C143 C142 C141 113.1(3) . . ? C143 C142 H14E 109.0 . . ? C141 C142 H14E 109.0 . . ? C143 C142 H14F 109.0 . . ? C141 C142 H14F 109.0 . . ? H14E C142 H14F 107.8 . . ? C142 C143 C144 112.9(3) . . ? C142 C143 H14G 109.0 . . ? C144 C143 H14G 109.0 . . ? C142 C143 H14H 109.0 . . ? C144 C143 H14H 109.0 . . ? H14G C143 H14H 107.8 . . ? C145 C144 C143 114.5(4) . . ? C145 C144 H14I 108.6 . . ? C143 C144 H14I 108.6 . . ? C145 C144 H14J 108.6 . . ? C143 C144 H14J 108.6 . . ? H14I C144 H14J 107.6 . . ? C144 C145 H14K 109.5 . . ? C144 C145 H14L 109.5 . . ? H14K C145 H14L 109.5 . . ? C144 C145 H14M 109.5 . . ? H14K C145 H14M 109.5 . . ? H14L C145 H14M 109.5 . . ? C202 O201 C239 117.3(3) . . ? O201 C202 C215 123.1(4) . . ? O201 C202 C203 116.3(4) . . ? C215 C202 C203 120.6(4) . . ? C202 C203 C204 119.4(4) . . ? C202 C203 H203 120.3 . . ? C204 C203 H203 120.3 . . ? C213 C204 C203 120.7(4) . . ? C213 C204 C205 120.4(4) . . ? C203 C204 C205 118.9(4) . . ? O205 C205 C206 120.8(4) . . ? O205 C205 C204 121.1(4) . . ? C206 C205 C204 118.2(4) . . ? C207 C206 C211 119.2(4) . . ? C207 C206 C205 120.5(4) . . ? C211 C206 C205 120.2(4) . . ? C208 C207 C206 121.3(4) . . ? C208 C207 H207 119.4 . . ? C206 C207 H207 119.4 . . ? C207 C208 C209 119.9(4) . . ? C207 C208 H208 120.0 . . ? C209 C208 H208 120.0 . . ? O216 C209 C208 125.1(4) . . ? O216 C209 C210 114.7(4) . . ? C208 C209 C210 120.2(4) . . ? C211 C210 C209 119.7(4) . . ? C211 C210 H210 120.2 . . ? C209 C210 H210 120.2 . . ? C210 C211 C206 119.7(4) . . ? C210 C211 C212 119.2(4) . . ? C206 C211 C212 121.2(4) . . ? O212 C212 C213 121.0(4) . . ? O212 C212 C211 121.3(4) . . ? C213 C212 C211 117.7(4) . . ? C204 C213 C214 118.4(4) . . ? C204 C213 C212 122.2(4) . . ? C214 C213 C212 119.3(4) . . ? C215 C214 C213 121.5(4) . . ? C215 C214 H214 119.2 . . ? C213 C214 H214 119.2 . . ? C214 C215 C202 119.2(4) . . ? C214 C215 H215 120.4 . . ? C202 C215 H215 120.4 . . ? C209 O216 C217 117.9(3) . . ? O216 C217 C218 112.6(3) . . ? O216 C217 H21A 109.1 . . ? C218 C217 H21A 109.1 . . ? O216 C217 H21B 109.1 . . ? C218 C217 H21B 109.1 . . ? H21A C217 H21B 107.8 . . ? C217 C218 C219 116.1(4) . . ? C217 C218 H21C 108.3 . . ? C219 C218 H21C 108.3 . . ? C217 C218 H21D 108.3 . . ? C219 C218 H21D 108.3 . . ? H21C C218 H21D 107.4 . . ? C218 C219 C220 115.7(4) . . ? C218 C219 H21E 108.4 . . ? C220 C219 H21E 108.4 . . ? C218 C219 H21F 108.4 . . ? C220 C219 H21F 108.4 . . ? H21E C219 H21F 107.4 . . ? O221 C220 C219 105.7(3) . . ? O221 C220 H22A 110.6 . . ? C219 C220 H22A 110.6 . . ? O221 C220 H22B 110.6 . . ? C219 C220 H22B 110.6 . . ? H22A C220 H22B 108.7 . . ? C222 O221 C220 118.6(3) . . ? O221 C222 C223 113.8(4) . . ? O221 C222 C235 124.8(4) . . ? C223 C222 C235 121.4(4) . . ? C224 C223 C222 119.3(4) . . ? C224 C223 H223 120.3 . . ? C222 C223 H223 120.3 . . ? C223 C224 N225 121.7(4) . . ? C223 C224 C233 120.6(4) . . ? N225 C224 C233 117.7(4) . . ? C226 N225 C224 121.6(4) . . ? C226 N225 C240 118.2(4) . . ? C224 N225 C240 119.6(3) . . ? N227 C226 N225 119.3(4) . . ? N227 C226 C231 125.1(4) . . ? N225 C226 C231 115.6(4) . . ? C226 N227 C228 118.4(4) . . ? O228 C228 N227 120.6(4) . . ? O228 C228 N229 118.7(4) . . ? N227 C228 N229 120.7(4) . . ? C230 N229 C228 123.9(4) . . ? C230 N229 C236 119.8(3) . . ? C228 N229 C236 116.2(3) . . ? O230 C230 N229 122.1(4) . . ? O230 C230 C231 123.7(4) . . ? N229 C230 C231 114.2(4) . . ? N232 C231 C226 125.1(4) . . ? N232 C231 C230 117.3(4) . . ? C226 C231 C230 117.6(4) . . ? C231 N232 C233 117.1(3) . . ? N232 C233 C224 122.7(4) . . ? N232 C233 C234 118.7(4) . . ? C224 C233 C234 118.6(4) . . ? C235 C234 C233 120.8(4) . . ? C235 C234 H234 119.6 . . ? C233 C234 H234 119.6 . . ? C234 C235 C222 119.2(4) . . ? C234 C235 H235 120.4 . . ? C222 C235 H235 120.4 . . ? N229 C236 C237 111.4(3) . . ? N229 C236 H23A 109.4 . . ? C237 C236 H23A 109.4 . . ? N229 C236 H23B 109.4 . . ? C237 C236 H23B 109.4 . . ? H23A C236 H23B 108.0 . . ? C238 C237 C236 113.8(3) . . ? C238 C237 H23C 108.8 . . ? C236 C237 H23C 108.8 . . ? C238 C237 H23D 108.8 . . ? C236 C237 H23D 108.8 . . ? H23C C237 H23D 107.7 . . ? C239 C238 C237 113.3(3) . . ? C239 C238 H23E 108.9 . . ? C237 C238 H23E 108.9 . . ? C239 C238 H23F 108.9 . . ? C237 C238 H23F 108.9 . . ? H23E C238 H23F 107.7 . . ? O201 C239 C238 111.3(3) . . ? O201 C239 H23G 109.4 . . ? C238 C239 H23G 109.4 . . ? O201 C239 H23H 109.4 . . ? C238 C239 H23H 109.4 . . ? H23G C239 H23H 108.0 . . ? C241 C240 N225 107.9(4) . . ? C241 C240 H24A 110.1 . . ? N225 C240 H24A 110.1 . . ? C241 C240 H24B 110.1 . . ? N225 C240 H24B 110.1 . . ? H24A C240 H24B 108.4 . . ? C240 C241 C242 109.1(4) . . ? C240 C241 H24C 109.9 . . ? C242 C241 H24C 109.9 . . ? C240 C241 H24D 109.9 . . ? C242 C241 H24D 109.9 . . ? H24C C241 H24D 108.3 . . ? C243 C242 C241 118.7(4) . . ? C243 C242 H24E 107.6 . . ? C241 C242 H24E 107.6 . . ? C243 C242 H24F 107.6 . . ? C241 C242 H24F 107.6 . . ? H24E C242 H24F 107.1 . . ? C242 C243 C244 116.4(4) . . ? C242 C243 H24G 108.2 . . ? C244 C243 H24G 108.2 . . ? C242 C243 H24H 108.2 . . ? C244 C243 H24H 108.2 . . ? H24G C243 H24H 107.3 . . ? C245 C244 C243 117.1(4) . . ? C245 C244 H24I 108.0 . . ? C243 C244 H24I 108.0 . . ? C245 C244 H24J 108.0 . . ? C243 C244 H24J 108.0 . . ? H24I C244 H24J 107.3 . . ? C244 C245 H24K 109.5 . . ? C244 C245 H24L 109.5 . . ? H24K C245 H24L 109.5 . . ? C244 C245 H24M 109.5 . . ? H24K C245 H24M 109.5 . . ? H24L C245 H24M 109.5 . . ? _diffrn_measured_fraction_theta_max 0.881 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.493 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.042