# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 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_KF_609_2 #TrackingRef 'KF_609_2.cif' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C40 H46 O4' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_sum 'C40 H46 O4' _chemical_formula_weight 590.8 _chemical_melting_point ? _chemical_compound_source ? _chemical_absolute_configuration . _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 10.6165(2) _cell_length_b 11.7880(3) _cell_length_c 14.3411(3) _cell_angle_alpha 100.7475(19) _cell_angle_beta 110.181(2) _cell_angle_gamma 92.2470(19) _cell_volume 1644.55(7) loop_ _jana_cell_twin_matrix_id _jana_cell_twin_volume_fraction _jana_cell_twin_matrix_1_1 _jana_cell_twin_matrix_1_2 _jana_cell_twin_matrix_1_3 _jana_cell_twin_matrix_2_1 _jana_cell_twin_matrix_2_2 _jana_cell_twin_matrix_2_3 _jana_cell_twin_matrix_3_1 _jana_cell_twin_matrix_3_2 _jana_cell_twin_matrix_3_3 ? ? ? ? ? ? ? ? ? ? ? _cell_formula_units_Z 2 _cell_measurement_reflns_used 20781 _cell_measurement_theta_min 3.36 _cell_measurement_theta_max 66.97 _cell_measurement_temperature 120.00(14) _cell_special_details ; ? ; _exptl_crystal_density_diffrn 1.1927 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.589 _exptl_crystal_description prism _exptl_crystal_size_max 0.503 _exptl_crystal_size_mid 0.324 _exptl_crystal_size_min 0.186 _exptl_crystal_size_rad ? _exptl_crystal_colour colourless _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.835 _exptl_absorpt_correction_T_max 0.924 _exptl_special_details ? _diffrn_ambient_temperature 120 _diffrn_source ? _diffrn_source_power ? _diffrn_source_voltage ? _diffrn_source_current ? _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_monochromator mirror _diffrn_measurement_device 'four-cycle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector ? _diffrn_detector_area_resol_mean 10.3784 _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support ? _diffrn_reflns_number 31302 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 67.07 _diffrn_reflns_theta_full 67.07 _diffrn_measured_fraction_theta_max 0.99 _diffrn_measured_fraction_theta_full 0.99 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0111 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_reduction_process ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_radiation_probe X-ray _refine_special_details ; ? ; _reflns_number_total 5780 _reflns_number_gt 5158 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_gt 0.1238 _refine_ls_R_factor_all 0.0449 _refine_ls_wR_factor_ref 0.1272 _refine_ls_goodness_of_fit_ref 2.38 _refine_ls_goodness_of_fit_gt 2.46 _refine_ls_restrained_S_gt ? _refine_ls_restrained_S_all ? _refine_ls_number_reflns 5780 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_number_constraints 184 _refine_ls_weighting_scheme sigma _refine_ls_weighting_details w=1/(\s^2^(I)+0.0016I^2^) _refine_ls_hydrogen_treatment constr _refine_ls_shift/su_max 0.0062 _refine_ls_shift/su_mean 0.0008 _refine_diff_density_max 0.53 _refine_diff_density_min -0.25 _refine_ls_extinction_method 'B-C type 1 Gaussian isotropic (Becker & Coppens, 1974)' _refine_ls_extinction_coef 1900(400) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_abs_structure_Rogers ? loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1' H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1' O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1' _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_structure_solution ? _computing_structure_refinement ? _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_adp_type _atom_site_U_iso_or_equiv _atom_site_symmetry_multiplicity _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.43828(14) 0.23397(12) 0.04066(10) Uani 0.0279(5) 2 1 d . . . C2 C 0.57726(13) 0.25252(13) 0.12460(11) Uani 0.0300(5) 2 1 d . . . C3 C 0.57217(13) 0.35369(12) 0.20546(10) Uani 0.0269(5) 2 1 d . . . C4 C 0.54554(13) 0.46180(12) 0.17985(10) Uani 0.0276(5) 2 1 d . . . C5 C 0.48583(13) 0.54129(12) 0.23014(10) Uani 0.0257(5) 2 1 d . . . C6 C 0.44442(12) 0.50793(11) 0.30461(9) Uani 0.0234(4) 2 1 d . . . C7 C 0.48522(12) 0.40757(12) 0.33968(9) Uani 0.0237(4) 2 1 d . . . C8 C 0.40660(13) 0.37566(11) 0.40310(9) Uani 0.0243(4) 2 1 d . . . C9 C 0.29668(13) 0.45459(11) 0.38017(9) Uani 0.0230(4) 2 1 d . . . C10 C 0.32679(13) 0.53875(11) 0.33158(9) Uani 0.0230(4) 2 1 d . . . C11 C 0.23163(13) 0.61235(11) 0.29263(9) Uani 0.0242(4) 2 1 d . . . C12 C 0.10057(13) 0.58527(12) 0.28628(9) Uani 0.0261(5) 2 1 d . . . C13 C 0.06360(13) 0.48940(12) 0.32002(9) Uani 0.0249(4) 2 1 d . . . C14 C -0.07926(13) 0.42930(12) 0.26746(10) Uani 0.0276(5) 2 1 d . . . C15 C -0.09171(12) 0.38093(12) 0.15761(10) Uani 0.0255(5) 2 1 d . . . C16 C -0.15706(13) 0.44015(12) 0.08233(10) Uani 0.0285(5) 2 1 d . . . C17 C -0.15212(13) 0.41012(13) -0.01447(10) Uani 0.0304(5) 2 1 d . . . C18 C -0.07939(13) 0.32107(12) -0.03633(10) Uani 0.0293(5) 2 1 d . . . C19 C -0.01247(12) 0.25824(11) 0.03573(9) Uani 0.0242(4) 2 1 d . . . C20 C 0.06707(13) 0.15969(12) 0.00970(10) Uani 0.0261(5) 2 1 d . . . C21 C 0.19171(14) 0.19634(11) -0.01206(10) Uani 0.0252(4) 2 1 d . . . C22 C 0.18031(15) 0.23147(12) -0.10223(10) Uani 0.0309(5) 2 1 d . . . C23 C 0.29316(16) 0.26651(13) -0.12135(11) Uani 0.0341(5) 2 1 d . . . C24 C 0.42086(15) 0.27048(13) -0.04952(10) Uani 0.0321(5) 2 1 d . . . C25 C 0.55606(13) 0.33400(12) 0.29407(10) Uani 0.0256(4) 2 1 d . . . C26 C 0.16641(13) 0.43263(11) 0.37772(9) Uani 0.0237(4) 2 1 d . . . C27 C -0.02311(12) 0.28758(12) 0.13184(9) Uani 0.0244(4) 2 1 d . . . C28 C 0.32234(14) 0.19390(11) 0.05635(9) Uani 0.0248(5) 2 1 d . . . O29 O 0.59185(10) 0.23293(8) 0.32743(7) Uani 0.0303(4) 2 1 d . . . C30 C 0.70944(15) 0.25459(14) 0.41944(11) Uani 0.0371(6) 2 1 d . . . C31 C 0.72386(19) 0.14805(17) 0.46349(14) Uani 0.0530(7) 2 1 d . . . C32 C 0.6179(2) 0.12327(18) 0.50521(14) Uani 0.0592(8) 2 1 d . . . O33 O 0.13593(9) 0.34293(8) 0.41907(6) Uani 0.0266(3) 2 1 d . . . C34 C 0.15216(15) 0.38083(13) 0.52411(10) Uani 0.0309(5) 2 1 d . . . C35 C 0.14206(16) 0.27501(13) 0.56708(10) Uani 0.0343(5) 2 1 d . . . C36 C 0.25927(17) 0.20438(14) 0.57507(12) Uani 0.0419(6) 2 1 d . . . O37 O 0.04168(9) 0.22512(8) 0.20402(7) Uani 0.0281(3) 2 1 d . . . C38 C -0.04659(16) 0.14222(14) 0.22038(12) Uani 0.0377(6) 2 1 d . . . C39 C 0.03764(19) 0.06321(14) 0.28146(12) Uani 0.0446(6) 2 1 d . . . C40 C -0.0399(2) -0.00415(17) 0.32807(14) Uani 0.0612(9) 2 1 d . . . O41 O 0.33820(9) 0.15280(8) 0.14358(7) Uani 0.0266(3) 2 1 d . . . C42 C 0.35766(15) 0.03174(12) 0.13024(11) Uani 0.0317(5) 2 1 d . . . C43 C 0.37562(17) -0.00683(14) 0.22703(12) Uani 0.0401(6) 2 1 d . . . C44 C 0.41351(18) -0.12875(14) 0.22414(13) Uani 0.0429(6) 2 1 d . . . H1c2 H 0.644601 0.272951 0.098108 Uiso 0.036 2 1 d . . . H2c2 H 0.592812 0.184265 0.152646 Uiso 0.036 2 1 d . . . H1c4 H 0.569604 0.481162 0.125596 Uiso 0.0331 2 1 d . . . H1c5 H 0.473236 0.616716 0.214506 Uiso 0.0308 2 1 d . . . H1c8 H 0.367433 0.296174 0.377381 Uiso 0.0292 2 1 d . . . H2c8 H 0.462331 0.397249 0.473835 Uiso 0.0292 2 1 d . . . H1c11 H 0.256236 0.679456 0.270985 Uiso 0.0291 2 1 d . . . H1c12 H 0.032934 0.633548 0.257931 Uiso 0.0313 2 1 d . . . H1c14 H -0.142283 0.485322 0.268451 Uiso 0.0331 2 1 d . . . H2c14 H -0.090899 0.366333 0.298677 Uiso 0.0331 2 1 d . . . H1c16 H -0.206485 0.502965 0.097685 Uiso 0.0342 2 1 d . . . H1c17 H -0.198973 0.450987 -0.065896 Uiso 0.0365 2 1 d . . . H1c18 H -0.074769 0.301884 -0.103052 Uiso 0.0352 2 1 d . . . H1c20 H 0.00821 0.102346 -0.047123 Uiso 0.0313 2 1 d . . . H2c20 H 0.092626 0.117643 0.063421 Uiso 0.0313 2 1 d . . . H1c22 H 0.092243 0.231268 -0.151938 Uiso 0.0371 2 1 d . . . H1c23 H 0.282895 0.288154 -0.184661 Uiso 0.0409 2 1 d . . . H1c24 H 0.49835 0.298723 -0.061973 Uiso 0.0385 2 1 d . . . H1c30 H 0.698895 0.318583 0.467434 Uiso 0.0445 2 1 d . . . H2c30 H 0.788203 0.272235 0.404067 Uiso 0.0445 2 1 d . . . H1c31 H 0.72365 0.082157 0.412697 Uiso 0.0636 2 1 d . . . H2c31 H 0.811344 0.155153 0.515753 Uiso 0.0636 2 1 d . . . H1c32 H 0.634089 0.054838 0.532925 Uiso 0.0711 2 1 d . . . H2c32 H 0.620313 0.187995 0.557788 Uiso 0.0711 2 1 d . . . H3c32 H 0.530755 0.110992 0.451845 Uiso 0.0711 2 1 d . . . H1c34 H 0.081839 0.427609 0.529193 Uiso 0.0371 2 1 d . . . H2c34 H 0.239303 0.42432 0.560699 Uiso 0.0371 2 1 d . . . H1c35 H 0.135693 0.298331 0.632967 Uiso 0.0411 2 1 d . . . H2c35 H 0.059225 0.22697 0.525728 Uiso 0.0411 2 1 d . . . H1c36 H 0.250209 0.141073 0.606636 Uiso 0.0502 2 1 d . . . H2c36 H 0.26001 0.17431 0.508292 Uiso 0.0502 2 1 d . . . H3c36 H 0.342219 0.252795 0.615361 Uiso 0.0502 2 1 d . . . H1c38 H -0.10612 0.097181 0.156026 Uiso 0.0452 2 1 d . . . H2c38 H -0.097649 0.182242 0.2573 Uiso 0.0452 2 1 d . . . H1c39 H 0.115547 0.10818 0.334193 Uiso 0.0535 2 1 d . . . H2c39 H 0.071447 0.010001 0.238853 Uiso 0.0535 2 1 d . . . H1c40 H 0.00945 -0.066151 0.351535 Uiso 0.0735 2 1 d . . . H2c40 H -0.051593 0.046772 0.384333 Uiso 0.0735 2 1 d . . . H3c40 H -0.126671 -0.035891 0.277964 Uiso 0.0735 2 1 d . . . H1c42 H 0.436723 0.020532 0.113088 Uiso 0.0381 2 1 d . . . H2c42 H 0.280032 -0.012705 0.076801 Uiso 0.0381 2 1 d . . . H1c43 H 0.293807 -0.001629 0.241257 Uiso 0.0481 2 1 d . . . H2c43 H 0.443693 0.045594 0.282466 Uiso 0.0481 2 1 d . . . H1c44 H 0.424898 -0.148917 0.288173 Uiso 0.0515 2 1 d . . . H2c44 H 0.343306 -0.18164 0.170813 Uiso 0.0515 2 1 d . . . H3c44 H 0.496518 -0.133469 0.211586 Uiso 0.0515 2 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_type_symbol _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 C 0.0333(7) 0.0260(7) 0.0276(7) 0.0049(6) 0.0151(6) 0.0046(5) C2 C 0.0272(7) 0.0331(8) 0.0340(7) 0.0045(6) 0.0153(6) 0.0086(6) C3 C 0.0188(6) 0.0312(7) 0.0300(7) 0.0014(5) 0.0077(5) 0.0074(6) C4 C 0.0229(6) 0.0323(7) 0.0290(7) -0.0008(5) 0.0097(5) 0.0100(6) C5 C 0.0244(6) 0.0246(7) 0.0265(7) -0.0023(5) 0.0065(5) 0.0080(5) C6 C 0.0212(6) 0.0239(7) 0.0206(6) -0.0010(5) 0.0028(5) 0.0040(5) C7 C 0.0213(6) 0.0259(7) 0.0201(6) 0.0002(5) 0.0023(5) 0.0061(5) C8 C 0.0265(6) 0.0250(7) 0.0193(6) 0.0024(5) 0.0045(5) 0.0070(5) C9 C 0.0255(6) 0.0256(7) 0.0147(6) 0.0011(5) 0.0040(5) 0.0030(5) C10 C 0.0251(6) 0.0235(6) 0.0166(6) 0.0001(5) 0.0041(5) 0.0024(5) C11 C 0.0292(7) 0.0220(7) 0.0199(6) 0.0008(5) 0.0070(5) 0.0045(5) C12 C 0.0291(7) 0.0274(7) 0.0216(6) 0.0075(6) 0.0081(5) 0.0058(5) C13 C 0.0275(7) 0.0282(7) 0.0204(6) 0.0044(5) 0.0114(5) 0.0032(5) C14 C 0.0251(6) 0.0320(7) 0.0282(7) 0.0046(6) 0.0119(5) 0.0074(6) C15 C 0.0198(6) 0.0305(7) 0.0254(7) -0.0019(5) 0.0076(5) 0.0061(5) C16 C 0.0216(6) 0.0313(7) 0.0317(7) 0.0024(6) 0.0078(5) 0.0079(6) C17 C 0.0254(7) 0.0373(8) 0.0272(7) 0.0046(6) 0.0046(5) 0.0127(6) C18 C 0.0280(7) 0.0367(8) 0.0213(6) 0.0015(6) 0.0056(5) 0.0078(6) C19 C 0.0208(6) 0.0261(7) 0.0224(6) -0.0026(5) 0.0047(5) 0.0044(5) C20 C 0.0290(7) 0.0248(7) 0.0216(6) -0.0003(5) 0.0064(5) 0.0040(5) C21 C 0.0323(7) 0.0218(6) 0.0217(6) 0.0044(5) 0.0106(5) 0.0029(5) C22 C 0.0369(8) 0.0335(8) 0.0233(7) 0.0090(6) 0.0106(6) 0.0079(6) C23 C 0.0477(9) 0.0356(8) 0.0265(7) 0.0088(7) 0.0197(6) 0.0114(6) C24 C 0.0395(8) 0.0329(8) 0.0311(7) 0.0052(6) 0.0210(6) 0.0075(6) C25 C 0.0218(6) 0.0250(7) 0.0261(6) 0.0007(5) 0.0033(5) 0.0066(5) C26 C 0.0308(7) 0.0245(7) 0.0164(6) 0.0013(5) 0.0097(5) 0.0038(5) C27 C 0.0199(6) 0.0285(7) 0.0227(6) -0.0013(5) 0.0047(5) 0.0073(5) C28 C 0.0319(7) 0.0233(7) 0.0209(6) 0.0036(5) 0.0117(5) 0.0042(5) O29 O 0.0328(5) 0.0278(5) 0.0291(5) 0.0085(4) 0.0071(4) 0.0100(4) C30 C 0.0315(7) 0.0459(9) 0.0331(8) 0.0108(7) 0.0062(6) 0.0158(7) C31 C 0.0579(11) 0.0514(11) 0.0496(10) 0.0167(9) 0.0097(8) 0.0268(9) C32 C 0.0772(13) 0.0524(11) 0.0403(10) -0.0150(10) 0.0124(9) 0.0126(8) O33 O 0.0342(5) 0.0281(5) 0.0186(4) -0.0005(4) 0.0104(4) 0.0066(4) C34 C 0.0418(8) 0.0347(8) 0.0207(6) 0.0105(6) 0.0143(6) 0.0096(6) C35 C 0.0441(8) 0.0390(8) 0.0234(7) 0.0037(7) 0.0142(6) 0.0120(6) C36 C 0.0504(9) 0.0358(9) 0.0357(8) 0.0073(7) 0.0069(7) 0.0147(7) O37 O 0.0293(5) 0.0336(5) 0.0237(5) 0.0054(4) 0.0090(4) 0.0123(4) C38 C 0.0430(8) 0.0352(8) 0.0437(9) 0.0039(7) 0.0226(7) 0.0164(7) C39 C 0.0625(11) 0.0362(9) 0.0322(8) 0.0022(8) 0.0129(7) 0.0088(7) C40 C 0.1013(17) 0.0425(10) 0.0434(10) -0.0012(10) 0.0287(11) 0.0141(8) O41 O 0.0323(5) 0.0276(5) 0.0222(5) 0.0051(4) 0.0105(4) 0.0088(4) C42 C 0.0375(8) 0.0287(7) 0.0300(7) 0.0054(6) 0.0123(6) 0.0078(6) C43 C 0.0551(10) 0.0340(8) 0.0353(8) 0.0079(7) 0.0191(7) 0.0115(7) C44 C 0.0540(10) 0.0352(9) 0.0414(9) 0.0052(7) 0.0162(8) 0.0146(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . . 1.5248(17) ? C1 C24 . . 1.393(2) ? C1 C28 . . 1.405(2) ? C2 C3 . . 1.517(2) ? C2 H1c2 . . 0.96 ? C2 H2c2 . . 0.96 ? C3 C4 . . 1.404(2) ? C3 C25 . . 1.398(2) ? C4 C5 . . 1.382(2) ? C4 H1c4 . . 0.96 ? C5 C6 . . 1.398(2) ? C5 H1c5 . . 0.96 ? C6 C7 . . 1.397(2) ? C6 C10 . . 1.469(2) ? C7 C8 . . 1.514(2) ? C7 C25 . . 1.387(2) ? C8 C9 . . 1.5067(19) ? C8 H1c8 . . 0.96 ? C8 H2c8 . . 0.96 ? C9 C10 . . 1.400(2) ? C9 C26 . . 1.384(2) ? C10 C11 . . 1.3948(19) ? C11 C12 . . 1.383(2) ? C11 H1c11 . . 0.96 ? C12 C13 . . 1.402(2) ? C12 H1c12 . . 0.96 ? C13 C14 . . 1.5160(17) ? C13 C26 . . 1.4016(18) ? C14 C15 . . 1.530(2) ? C14 H1c14 . . 0.96 ? C14 H2c14 . . 0.96 ? C15 C16 . . 1.392(2) ? C15 C27 . . 1.405(2) ? C16 C17 . . 1.387(2) ? C16 H1c16 . . 0.96 ? C17 C18 . . 1.380(2) ? C17 H1c17 . . 0.96 ? C18 C19 . . 1.393(2) ? C18 H1c18 . . 0.96 ? C19 C20 . . 1.528(2) ? C19 C27 . . 1.402(2) ? C20 C21 . . 1.525(2) ? C20 H1c20 . . 0.96 ? C20 H2c20 . . 0.96 ? C21 C22 . . 1.398(2) ? C21 C28 . . 1.4006(17) ? C22 C23 . . 1.382(2) ? C22 H1c22 . . 0.96 ? C23 C24 . . 1.3838(19) ? C23 H1c23 . . 0.96 ? C24 H1c24 . . 0.96 ? C25 O29 . . 1.3839(17) ? C26 O33 . . 1.3834(18) ? C27 O37 . . 1.3854(17) ? C28 O41 . . 1.3840(18) ? O29 C30 . . 1.4414(15) ? C30 C31 . . 1.498(3) ? C30 H1c30 . . 0.96 ? C30 H2c30 . . 0.96 ? C31 C32 . . 1.488(3) ? C31 H1c31 . . 0.96 ? C31 H2c31 . . 0.96 ? C32 H1c32 . . 0.96 ? C32 H2c32 . . 0.96 ? C32 H3c32 . . 0.96 ? O33 C34 . . 1.4361(17) ? C34 C35 . . 1.506(2) ? C34 H1c34 . . 0.96 ? C34 H2c34 . . 0.96 ? C35 C36 . . 1.508(2) ? C35 H1c35 . . 0.96 ? C35 H2c35 . . 0.96 ? C36 H1c36 . . 0.96 ? C36 H2c36 . . 0.96 ? C36 H3c36 . . 0.96 ? O37 C38 . . 1.433(2) ? C38 C39 . . 1.504(2) ? C38 H1c38 . . 0.96 ? C38 H2c38 . . 0.96 ? C39 C40 . . 1.510(3) ? C39 H1c39 . . 0.96 ? C39 H2c39 . . 0.96 ? C40 H1c40 . . 0.96 ? C40 H2c40 . . 0.96 ? C40 H3c40 . . 0.96 ? O41 C42 . . 1.4368(17) ? C42 C43 . . 1.493(2) ? C42 H1c42 . . 0.96 ? C42 H2c42 . . 0.96 ? C43 C44 . . 1.505(2) ? C43 H1c43 . . 0.96 ? C43 H2c43 . . 0.96 ? C44 H1c44 . . 0.96 ? C44 H2c44 . . 0.96 ? C44 H3c44 . . 0.96 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C24 . . . 120.18(14) ? C2 C1 C28 . . . 121.43(13) ? C24 C1 C28 . . . 117.90(12) ? C1 C2 C3 . . . 105.69(11) ? C1 C2 H1c2 . . . 109.47 ? C1 C2 H2c2 . . . 109.47 ? C3 C2 H1c2 . . . 109.47 ? C3 C2 H2c2 . . . 109.47 ? H1c2 C2 H2c2 . . . 113.01 ? C2 C3 C4 . . . 119.15(13) ? C2 C3 C25 . . . 120.38(13) ? C4 C3 C25 . . . 118.09(13) ? C3 C4 C5 . . . 122.19(15) ? C3 C4 H1c4 . . . 118.9 ? C5 C4 H1c4 . . . 118.9 ? C4 C5 C6 . . . 117.62(13) ? C4 C5 H1c5 . . . 121.19 ? C6 C5 H1c5 . . . 121.19 ? C5 C6 C7 . . . 120.36(13) ? C5 C6 C10 . . . 128.58(12) ? C7 C6 C10 . . . 107.88(13) ? C6 C7 C8 . . . 110.87(12) ? C6 C7 C25 . . . 120.25(14) ? C8 C7 C25 . . . 126.08(13) ? C7 C8 C9 . . . 100.83(11) ? C7 C8 H1c8 . . . 109.47 ? C7 C8 H2c8 . . . 109.47 ? C9 C8 H1c8 . . . 109.47 ? C9 C8 H2c8 . . . 109.47 ? H1c8 C8 H2c8 . . . 116.92 ? C8 C9 C10 . . . 110.85(13) ? C8 C9 C26 . . . 126.56(13) ? C10 C9 C26 . . . 120.15(12) ? C6 C10 C9 . . . 107.88(12) ? C6 C10 C11 . . . 128.92(13) ? C9 C10 C11 . . . 120.48(13) ? C10 C11 C12 . . . 117.67(13) ? C10 C11 H1c11 . . . 121.16 ? C12 C11 H1c11 . . . 121.16 ? C11 C12 C13 . . . 121.94(13) ? C11 C12 H1c12 . . . 119.03 ? C13 C12 H1c12 . . . 119.03 ? C12 C13 C14 . . . 118.35(11) ? C12 C13 C26 . . . 118.28(12) ? C14 C13 C26 . . . 120.63(12) ? C13 C14 C15 . . . 105.18(12) ? C13 C14 H1c14 . . . 109.47 ? C13 C14 H2c14 . . . 109.47 ? C15 C14 H1c14 . . . 109.47 ? C15 C14 H2c14 . . . 109.47 ? H1c14 C14 H2c14 . . . 113.44 ? C14 C15 C16 . . . 119.45(12) ? C14 C15 C27 . . . 122.04(12) ? C16 C15 C27 . . . 117.90(13) ? C15 C16 C17 . . . 121.24(14) ? C15 C16 H1c16 . . . 119.38 ? C17 C16 H1c16 . . . 119.38 ? C16 C17 C18 . . . 119.53(14) ? C16 C17 H1c17 . . . 120.24 ? C18 C17 H1c17 . . . 120.24 ? C17 C18 C19 . . . 121.84(14) ? C17 C18 H1c18 . . . 119.08 ? C19 C18 H1c18 . . . 119.08 ? C18 C19 C20 . . . 120.93(13) ? C18 C19 C27 . . . 117.48(13) ? C20 C19 C27 . . . 121.58(12) ? C19 C20 C21 . . . 115.46(12) ? C19 C20 H1c20 . . . 109.47 ? C19 C20 H2c20 . . . 109.47 ? C21 C20 H1c20 . . . 109.47 ? C21 C20 H2c20 . . . 109.47 ? H1c20 C20 H2c20 . . . 102.73 ? C20 C21 C22 . . . 121.33(11) ? C20 C21 C28 . . . 121.48(13) ? C22 C21 C28 . . . 117.17(14) ? C21 C22 C23 . . . 121.40(12) ? C21 C22 H1c22 . . . 119.3 ? C23 C22 H1c22 . . . 119.3 ? C22 C23 C24 . . . 120.21(15) ? C22 C23 H1c23 . . . 119.9 ? C24 C23 H1c23 . . . 119.9 ? C1 C24 C23 . . . 120.77(16) ? C1 C24 H1c24 . . . 119.62 ? C23 C24 H1c24 . . . 119.62 ? C3 C25 C7 . . . 119.28(13) ? C3 C25 O29 . . . 120.43(13) ? C7 C25 O29 . . . 119.57(14) ? C9 C26 C13 . . . 119.22(14) ? C9 C26 O33 . . . 119.42(12) ? C13 C26 O33 . . . 120.64(12) ? C15 C27 C19 . . . 121.90(13) ? C15 C27 O37 . . . 119.84(12) ? C19 C27 O37 . . . 118.19(12) ? C1 C28 C21 . . . 122.32(13) ? C1 C28 O41 . . . 118.62(11) ? C21 C28 O41 . . . 119.04(14) ? C25 O29 C30 . . . 112.01(10) ? O29 C30 C31 . . . 108.95(12) ? O29 C30 H1c30 . . . 109.47 ? O29 C30 H2c30 . . . 109.47 ? C31 C30 H1c30 . . . 109.47 ? C31 C30 H2c30 . . . 109.47 ? H1c30 C30 H2c30 . . . 109.99 ? C30 C31 C32 . . . 114.01(17) ? C30 C31 H1c31 . . . 109.47 ? C30 C31 H2c31 . . . 109.47 ? C32 C31 H1c31 . . . 109.47 ? C32 C31 H2c31 . . . 109.47 ? H1c31 C31 H2c31 . . . 104.51 ? C31 C32 H1c32 . . . 109.47 ? C31 C32 H2c32 . . . 109.47 ? C31 C32 H3c32 . . . 109.47 ? H1c32 C32 H2c32 . . . 109.47 ? H1c32 C32 H3c32 . . . 109.47 ? H2c32 C32 H3c32 . . . 109.47 ? C26 O33 C34 . . . 112.44(10) ? O33 C34 C35 . . . 108.35(11) ? O33 C34 H1c34 . . . 109.47 ? O33 C34 H2c34 . . . 109.47 ? C35 C34 H1c34 . . . 109.47 ? C35 C34 H2c34 . . . 109.47 ? H1c34 C34 H2c34 . . . 110.57 ? C34 C35 C36 . . . 113.21(15) ? C34 C35 H1c35 . . . 109.47 ? C34 C35 H2c35 . . . 109.47 ? C36 C35 H1c35 . . . 109.47 ? C36 C35 H2c35 . . . 109.47 ? H1c35 C35 H2c35 . . . 105.45 ? C35 C36 H1c36 . . . 109.47 ? C35 C36 H2c36 . . . 109.47 ? C35 C36 H3c36 . . . 109.47 ? H1c36 C36 H2c36 . . . 109.47 ? H1c36 C36 H3c36 . . . 109.47 ? H2c36 C36 H3c36 . . . 109.47 ? C27 O37 C38 . . . 114.30(10) ? O37 C38 C39 . . . 108.63(13) ? O37 C38 H1c38 . . . 109.47 ? O37 C38 H2c38 . . . 109.47 ? C39 C38 H1c38 . . . 109.47 ? C39 C38 H2c38 . . . 109.47 ? H1c38 C38 H2c38 . . . 110.3 ? C38 C39 C40 . . . 112.66(17) ? C38 C39 H1c39 . . . 109.47 ? C38 C39 H2c39 . . . 109.47 ? C40 C39 H1c39 . . . 109.47 ? C40 C39 H2c39 . . . 109.47 ? H1c39 C39 H2c39 . . . 106.08 ? C39 C40 H1c40 . . . 109.47 ? C39 C40 H2c40 . . . 109.47 ? C39 C40 H3c40 . . . 109.47 ? H1c40 C40 H2c40 . . . 109.47 ? H1c40 C40 H3c40 . . . 109.47 ? H2c40 C40 H3c40 . . . 109.47 ? C28 O41 C42 . . . 111.78(10) ? O41 C42 C43 . . . 109.15(12) ? O41 C42 H1c42 . . . 109.47 ? O41 C42 H2c42 . . . 109.47 ? C43 C42 H1c42 . . . 109.47 ? C43 C42 H2c42 . . . 109.47 ? H1c42 C42 H2c42 . . . 109.79 ? C42 C43 C44 . . . 112.76(14) ? C42 C43 H1c43 . . . 109.47 ? C42 C43 H2c43 . . . 109.47 ? C44 C43 H1c43 . . . 109.47 ? C44 C43 H2c43 . . . 109.47 ? H1c43 C43 H2c43 . . . 105.97 ? C43 C44 H1c44 . . . 109.47 ? C43 C44 H2c44 . . . 109.47 ? C43 C44 H3c44 . . . 109.47 ? H1c44 C44 H2c44 . . . 109.47 ? H1c44 C44 H3c44 . . . 109.47 ? H2c44 C44 H3c44 . . . 109.47 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag C2 H2c2 O29 . . . 0.96 2.47 2.9122(19) 108.00 ? C14 H2c14 O33 . . . 0.96 2.49 2.9264(16) 107.32 ? C20 H2c20 O37 . . . 0.96 2.41 2.8578(18) 107.97 ? C20 H2c20 O41 . . . 0.96 2.44 2.8708(15) 106.86 ? _database_code_depnum_ccdc_archive 'CCDC 930504' ####################################################################### # # 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_KF_640_2_1 #TrackingRef 'KF_640_2_1.cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; _cell_length_a 7.33245(16) _cell_length_b 33.2368(5) _cell_length_c 10.52859(18) _cell_angle_alpha 90 _cell_angle_beta 101.6960(19) _cell_angle_gamma 90 _cell_volume 2512.62(8) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 _chemical_formula_sum 'C32 H30 O4' _chemical_formula_moiety 'C32 H30 O4' _chemical_compound_source ? _chemical_formula_weight 478.59 _cell_measurement_reflns_used 14064 _cell_measurement_theta_min 4 _cell_measurement_theta_max 77 _cell_measurement_temperature 190 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_min 0.326 _exptl_crystal_size_mid 0.384 _exptl_crystal_size_max 0.614 _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.655 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.72 _exptl_absorpt_correction_T_max 0.81 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'Xcalibur, (Oxford Diffraction, 2002)' _computing_cell_refinement 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 190 _diffrn_ambient_pressure 101 _diffrn_reflns_number 20567 _reflns_number_total 5223 _diffrn_reflns_av_R_equivalents 0.021 _diffrn_reflns_theta_min 4.490 _diffrn_reflns_theta_max 77.112 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 71.714 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _reflns_limit_h_min -9 _reflns_limit_h_max 8 _reflns_limit_k_min 0 _reflns_limit_k_max 41 _reflns_limit_l_min 0 _reflns_limit_l_max 13 _oxford_diffrn_Wilson_B_factor 2.64 _oxford_diffrn_Wilson_scale 0.03 _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.22 _refine_diff_density_max 0.28 _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 5223 _refine_ls_number_restraints 0 _refine_ls_number_parameters 326 _oxford_refine_ls_R_factor_ref 0.0463 _refine_ls_wR_factor_ref 0.1426 _refine_ls_goodness_of_fit_ref 0.9978 _refine_ls_shift/su_max 0.0010915 _refine_ls_shift/su_mean 0.0001133 _oxford_reflns_number_all 5223 _refine_ls_R_factor_all 0.0463 _refine_ls_wR_factor_all 0.1426 _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4891 _refine_ls_R_factor_gt 0.0443 _refine_ls_wR_factor_gt 0.1400 _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.266E+04 0.453E+04 0.279E+04 0.116E+04 251. ; 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens C1 C 0.56413(15) 0.68885(3) 0.34622(10) 0.0326 1.0000 Uani . . . . . . C2 C 0.48911(16) 0.65891(3) 0.23781(10) 0.0357 1.0000 Uani . . . . . . C3 C 0.56018(15) 0.61816(3) 0.29086(9) 0.0314 1.0000 Uani . . . . . . C4 C 0.75277(15) 0.61229(3) 0.32760(9) 0.0323 1.0000 Uani . . . . . . C5 C 0.83007(14) 0.58473(3) 0.42246(10) 0.0313 1.0000 Uani . . . . . . C6 C 0.70839(14) 0.56418(3) 0.48588(9) 0.0278 1.0000 Uani . . . . . . C7 C 0.51609(13) 0.56573(3) 0.43876(9) 0.0272 1.0000 Uani . . . . . . C8 C 0.41279(13) 0.54811(3) 0.53658(9) 0.0279 1.0000 Uani . . . . . . C9 C 0.56783(12) 0.54468(3) 0.65462(9) 0.0262 1.0000 Uani . . . . . . C10 C 0.74158(13) 0.55080(3) 0.62144(9) 0.0273 1.0000 Uani . . . . . . C11 C 0.90166(13) 0.55480(3) 0.71679(10) 0.0307 1.0000 Uani . . . . . . C12 C 0.87990(14) 0.56030(3) 0.84360(10) 0.0309 1.0000 Uani . . . . . . C13 C 0.70313(14) 0.56012(3) 0.87646(9) 0.0280 1.0000 Uani . . . . . . C14 C 0.67379(15) 0.58470(3) 0.99156(10) 0.0314 1.0000 Uani . . . . . . C15 C 0.71524(14) 0.62826(3) 0.96108(9) 0.0298 1.0000 Uani . . . . . . C16 C 0.87907(15) 0.64655(3) 1.02482(10) 0.0341 1.0000 Uani . . . . . . C17 C 0.92796(16) 0.68456(4) 0.98788(11) 0.0379 1.0000 Uani . . . . . . C18 C 0.81785(15) 0.70407(3) 0.88372(11) 0.0361 1.0000 Uani . . . . . . C19 C 0.65329(15) 0.68662(3) 0.81545(10) 0.0299 1.0000 Uani . . . . . . C20 C 0.53077(15) 0.70842(3) 0.70243(10) 0.0324 1.0000 Uani . . . . . . C21 C 0.59759(14) 0.70924(3) 0.57454(10) 0.0292 1.0000 Uani . . . . . . C22 C 0.74513(15) 0.73433(3) 0.55899(11) 0.0338 1.0000 Uani . . . . . . C23 C 0.79706(16) 0.73794(3) 0.43988(12) 0.0373 1.0000 Uani . . . . . . C24 C 0.70789(16) 0.71512(3) 0.33442(11) 0.0362 1.0000 Uani . . . . . . C25 C 0.44151(14) 0.59119(3) 0.33658(10) 0.0300 1.0000 Uani . . . . . . C26 C 0.55019(13) 0.54757(3) 0.78297(10) 0.0276 1.0000 Uani . . . . . . C27 C 0.60189(13) 0.64903(3) 0.85841(9) 0.0285 1.0000 Uani . . . . . . C28 C 0.50761(14) 0.68719(3) 0.46667(10) 0.0296 1.0000 Uani . . . . . . O29 O 0.25122(10) 0.59394(2) 0.29461(8) 0.0357 1.0000 Uani . . . . . . C30 C 0.17426(17) 0.55890(4) 0.22761(13) 0.0460 1.0000 Uani . . . . . . O31 O 0.37701(10) 0.54434(2) 0.81528(8) 0.0322 1.0000 Uani . . . . . . C32 C 0.32238(19) 0.50409(4) 0.82586(18) 0.0536 1.0000 Uani . . . . . . O33 O 0.43989(10) 0.63109(2) 0.79310(7) 0.0328 1.0000 Uani . . . . . . C34 C 0.28220(16) 0.63950(4) 0.84891(14) 0.0466 1.0000 Uani . . . . . . O35 O 0.36453(10) 0.66164(2) 0.47954(8) 0.0345 1.0000 Uani . . . . . . C36 C 0.18538(18) 0.67971(4) 0.44547(15) 0.0505 1.0000 Uani . . . . . . H302 H 0.0411 0.5610 0.2059 0.0568 1.0000 Uiso R . . . . . H303 H 0.2181 0.5564 0.1487 0.0572 1.0000 Uiso R . . . . . H301 H 0.2082 0.5350 0.2785 0.0576 1.0000 Uiso R . . . . . H363 H 0.0991 0.6609 0.4670 0.0651 1.0000 Uiso R . . . . . H362 H 0.1816 0.7039 0.4947 0.0650 1.0000 Uiso R . . . . . H361 H 0.1614 0.6854 0.3537 0.0649 1.0000 Uiso R . . . . . H241 H 0.7414 0.7174 0.2553 0.0339 1.0000 Uiso R . . . . . H231 H 0.8950 0.7558 0.4315 0.0367 1.0000 Uiso R . . . . . H221 H 0.8084 0.7494 0.6304 0.0314 1.0000 Uiso R . . . . . H342 H 0.1753 0.6261 0.8021 0.0583 1.0000 Uiso R . . . . . H343 H 0.2588 0.6678 0.8490 0.0575 1.0000 Uiso R . . . . . H341 H 0.3011 0.6297 0.9364 0.0589 1.0000 Uiso R . . . . . H142 H 0.7589 0.5761 1.0709 0.0291 1.0000 Uiso R . . . . . H141 H 0.5487 0.5817 1.0035 0.0295 1.0000 Uiso R . . . . . H181 H 0.8578 0.7293 0.8577 0.0336 1.0000 Uiso R . . . . . H171 H 1.0343 0.6975 1.0337 0.0366 1.0000 Uiso R . . . . . H161 H 0.9565 0.6328 1.0946 0.0327 1.0000 Uiso R . . . . . H201 H 0.5175 0.7361 0.7301 0.0287 1.0000 Uiso R . . . . . H202 H 0.4103 0.6963 0.6863 0.0306 1.0000 Uiso R . . . . . H21 H 0.5371 0.6654 0.1603 0.0339 1.0000 Uiso R . . . . . H22 H 0.3540 0.6595 0.2160 0.0326 1.0000 Uiso R . . . . . H41 H 0.8321 0.6282 0.2883 0.0287 1.0000 Uiso R . . . . . H51 H 0.9589 0.5802 0.4442 0.0286 1.0000 Uiso R . . . . . H82 H 0.3160 0.5670 0.5531 0.0256 1.0000 Uiso R . . . . . H81 H 0.3547 0.5219 0.5110 0.0251 1.0000 Uiso R . . . . . H111 H 1.0204 0.5551 0.6961 0.0283 1.0000 Uiso R . . . . . H121 H 0.9844 0.5651 0.9114 0.0283 1.0000 Uiso R . . . . . H321 H 0.2117 0.5037 0.8603 0.0700 1.0000 Uiso R . . . . . H322 H 0.4168 0.4891 0.8824 0.0704 1.0000 Uiso R . . . . . H323 H 0.2955 0.4915 0.7414 0.0706 1.0000 Uiso 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 C1 0.0349(5) 0.0300(5) 0.0340(5) 0.0057(4) 0.0091(4) 0.0052(4) C2 0.0410(6) 0.0388(6) 0.0269(5) 0.0040(4) 0.0058(4) 0.0019(4) C3 0.0354(5) 0.0354(5) 0.0234(4) -0.0015(4) 0.0060(4) 0.0024(4) C4 0.0348(5) 0.0377(5) 0.0265(5) -0.0028(4) 0.0111(4) -0.0011(4) C5 0.0272(5) 0.0369(5) 0.0306(5) -0.0047(4) 0.0081(4) 0.0016(4) C6 0.0275(5) 0.0277(5) 0.0276(5) -0.0045(3) 0.0041(4) 0.0017(3) C7 0.0271(5) 0.0260(5) 0.0279(5) -0.0042(3) 0.0042(4) 0.0005(3) C8 0.0252(4) 0.0277(5) 0.0301(5) -0.0023(3) 0.0036(4) -0.0013(3) C9 0.0255(4) 0.0214(4) 0.0309(5) -0.0013(3) 0.0034(4) -0.0013(3) C10 0.0273(5) 0.0254(4) 0.0291(5) -0.0011(3) 0.0053(4) 0.0009(3) C11 0.0252(5) 0.0308(5) 0.0354(5) -0.0001(4) 0.0046(4) 0.0012(3) C12 0.0284(5) 0.0314(5) 0.0306(5) 0.0025(4) 0.0006(4) -0.0007(3) C13 0.0319(5) 0.0240(4) 0.0273(4) 0.0034(3) 0.0043(4) -0.0010(3) C14 0.0382(5) 0.0303(5) 0.0255(5) 0.0020(3) 0.0060(4) -0.0055(4) C15 0.0351(5) 0.0297(5) 0.0264(5) -0.0034(3) 0.0106(4) -0.0052(4) C16 0.0382(5) 0.0361(5) 0.0282(5) -0.0018(4) 0.0073(4) -0.0057(4) C17 0.0376(6) 0.0372(6) 0.0385(6) -0.0043(4) 0.0070(4) -0.0113(4) C18 0.0427(6) 0.0280(5) 0.0397(6) -0.0021(4) 0.0137(5) -0.0097(4) C19 0.0349(5) 0.0263(5) 0.0313(5) -0.0031(4) 0.0132(4) -0.0009(4) C20 0.0374(5) 0.0258(5) 0.0373(5) 0.0007(4) 0.0157(4) 0.0041(4) C21 0.0308(5) 0.0231(4) 0.0358(5) 0.0034(3) 0.0112(4) 0.0054(3) C22 0.0350(5) 0.0266(5) 0.0410(5) 0.0009(4) 0.0107(4) -0.0005(4) C23 0.0358(5) 0.0330(5) 0.0464(6) 0.0053(4) 0.0163(4) -0.0006(4) C24 0.0408(6) 0.0342(5) 0.0374(5) 0.0070(4) 0.0164(4) 0.0038(4) C25 0.0286(5) 0.0310(5) 0.0292(5) -0.0050(4) 0.0033(4) 0.0022(4) C26 0.0285(5) 0.0211(4) 0.0336(5) 0.0016(3) 0.0072(4) -0.0013(3) C27 0.0328(5) 0.0259(5) 0.0292(5) -0.0044(3) 0.0121(4) -0.0036(3) C28 0.0302(5) 0.0243(4) 0.0359(5) 0.0038(4) 0.0104(4) 0.0036(3) O29 0.0282(4) 0.0349(4) 0.0400(4) -0.0019(3) -0.0021(3) 0.0025(3) C30 0.0366(6) 0.0452(7) 0.0488(7) -0.0104(5) -0.0085(5) 0.0003(5) O31 0.0312(4) 0.0261(4) 0.0415(4) -0.0003(3) 0.0126(3) -0.0044(3) C32 0.0446(6) 0.0288(6) 0.0940(11) 0.0101(6) 0.0298(7) -0.0042(5) O33 0.0327(4) 0.0295(4) 0.0360(4) -0.0025(3) 0.0062(3) -0.0053(3) C34 0.0331(5) 0.0472(7) 0.0622(8) -0.0046(5) 0.0160(5) -0.0077(5) O35 0.0337(4) 0.0308(4) 0.0412(4) 0.0015(3) 0.0124(3) -0.0027(3) C36 0.0312(6) 0.0545(7) 0.0659(8) -0.0001(6) 0.0102(5) -0.0017(5) _refine_ls_extinction_coef 60(4) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 5.25(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . C2 . 1.5299(15) yes C1 . C24 . 1.3938(16) yes C1 . C28 . 1.4128(14) yes C2 . C3 . 1.5168(14) yes C2 . H21 . 0.976 no C2 . H22 . 0.971 no C3 . C4 . 1.4001(15) yes C3 . C25 . 1.4007(14) yes C4 . C5 . 1.3888(15) yes C4 . H41 . 0.940 no C5 . C6 . 1.3963(14) yes C5 . H51 . 0.938 no C6 . C7 . 1.3976(13) yes C6 . C10 . 1.4675(13) yes C7 . C8 . 1.5145(13) yes C7 . C25 . 1.3907(14) yes C8 . C9 . 1.5090(13) yes C8 . H82 . 0.989 no C8 . H81 . 0.984 no C9 . C10 . 1.4025(13) yes C9 . C26 . 1.3868(14) yes C10 . C11 . 1.3876(14) yes C11 . C12 . 1.3885(14) yes C11 . H111 . 0.939 no C12 . C13 . 1.4077(14) yes C12 . H121 . 0.949 no C13 . C14 . 1.5126(14) yes C13 . C26 . 1.3975(14) yes C14 . C15 . 1.5267(13) yes C14 . H142 . 0.978 no C14 . H141 . 0.956 no C15 . C16 . 1.3914(14) yes C15 . C27 . 1.4042(14) yes C16 . C17 . 1.3901(15) yes C16 . H161 . 0.950 no C17 . C18 . 1.3843(16) yes C17 . H171 . 0.934 no C18 . C19 . 1.3991(15) yes C18 . H181 . 0.947 no C19 . C20 . 1.5214(14) yes C19 . C27 . 1.4057(13) yes C20 . C21 . 1.5236(14) yes C20 . H201 . 0.974 no C20 . H202 . 0.953 no C21 . C22 . 1.4016(14) yes C21 . C28 . 1.3993(15) yes C22 . C23 . 1.3877(15) yes C22 . H221 . 0.942 no C23 . C24 . 1.3933(17) yes C23 . H231 . 0.950 no C24 . H241 . 0.918 no C25 . O29 . 1.3786(12) yes C26 . O31 . 1.3838(12) yes C27 . O33 . 1.3814(12) yes C28 . O35 . 1.3775(12) yes O29 . C30 . 1.4181(14) yes C30 . H302 . 0.959 no C30 . H303 . 0.954 no C30 . H301 . 0.963 no O31 . C32 . 1.4073(13) yes C32 . H321 . 0.954 no C32 . H322 . 0.956 no C32 . H323 . 0.967 no O33 . C34 . 1.4268(14) yes C34 . H342 . 0.948 no C34 . H343 . 0.955 no C34 . H341 . 0.959 no O35 . C36 . 1.4226(15) yes C36 . H363 . 0.949 no C36 . H362 . 0.961 no C36 . H361 . 0.965 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . C1 . C24 . 120.33(9) yes C2 . C1 . C28 . 121.19(9) yes C24 . C1 . C28 . 117.98(10) yes C1 . C2 . C3 . 105.15(8) yes C1 . C2 . H21 . 110.2 no C3 . C2 . H21 . 110.4 no C1 . C2 . H22 . 111.0 no C3 . C2 . H22 . 111.3 no H21 . C2 . H22 . 108.8 no C2 . C3 . C4 . 118.56(9) yes C2 . C3 . C25 . 120.47(9) yes C4 . C3 . C25 . 118.55(9) yes C3 . C4 . C5 . 122.16(9) yes C3 . C4 . H41 . 118.6 no C5 . C4 . H41 . 119.2 no C4 . C5 . C6 . 117.34(9) yes C4 . C5 . H51 . 121.6 no C6 . C5 . H51 . 121.0 no C5 . C6 . C7 . 120.58(9) yes C5 . C6 . C10 . 128.12(9) yes C7 . C6 . C10 . 108.23(8) yes C6 . C7 . C8 . 110.62(8) yes C6 . C7 . C25 . 120.48(9) yes C8 . C7 . C25 . 126.08(9) yes C7 . C8 . C9 . 101.08(7) yes C7 . C8 . H82 . 110.5 no C9 . C8 . H82 . 110.6 no C7 . C8 . H81 . 113.9 no C9 . C8 . H81 . 111.8 no H82 . C8 . H81 . 108.9 no C8 . C9 . C10 . 110.77(8) yes C8 . C9 . C26 . 126.43(8) yes C10 . C9 . C26 . 120.11(9) yes C6 . C10 . C9 . 107.84(8) yes C6 . C10 . C11 . 128.59(9) yes C9 . C10 . C11 . 120.77(9) yes C10 . C11 . C12 . 117.59(9) yes C10 . C11 . H111 . 121.4 no C12 . C11 . H111 . 120.9 no C11 . C12 . C13 . 121.79(9) yes C11 . C12 . H121 . 120.8 no C13 . C12 . H121 . 117.3 no C12 . C13 . C14 . 118.83(9) yes C12 . C13 . C26 . 118.39(9) yes C14 . C13 . C26 . 120.09(9) yes C13 . C14 . C15 . 106.08(8) yes C13 . C14 . H142 . 110.9 no C15 . C14 . H142 . 109.6 no C13 . C14 . H141 . 110.2 no C15 . C14 . H141 . 111.4 no H142 . C14 . H141 . 108.7 no C14 . C15 . C16 . 120.14(9) yes C14 . C15 . C27 . 121.07(9) yes C16 . C15 . C27 . 118.35(9) yes C15 . C16 . C17 . 120.56(10) yes C15 . C16 . H161 . 119.0 no C17 . C16 . H161 . 120.4 no C16 . C17 . C18 . 120.36(10) yes C16 . C17 . H171 . 120.6 no C18 . C17 . H171 . 119.1 no C17 . C18 . C19 . 121.09(10) yes C17 . C18 . H181 . 118.7 no C19 . C18 . H181 . 120.2 no C18 . C19 . C20 . 121.02(9) yes C18 . C19 . C27 . 117.56(10) yes C20 . C19 . C27 . 121.37(9) yes C19 . C20 . C21 . 117.07(8) yes C19 . C20 . H201 . 107.1 no C21 . C20 . H201 . 108.5 no C19 . C20 . H202 . 108.5 no C21 . C20 . H202 . 107.6 no H201 . C20 . H202 . 107.7 no C20 . C21 . C22 . 120.52(9) yes C20 . C21 . C28 . 121.65(9) yes C22 . C21 . C28 . 117.70(9) yes C21 . C22 . C23 . 121.11(10) yes C21 . C22 . H221 . 119.3 no C23 . C22 . H221 . 119.6 no C22 . C23 . C24 . 120.17(10) yes C22 . C23 . H231 . 119.3 no C24 . C23 . H231 . 120.5 no C1 . C24 . C23 . 120.75(10) yes C1 . C24 . H241 . 118.6 no C23 . C24 . H241 . 120.6 no C3 . C25 . C7 . 118.75(9) yes C3 . C25 . O29 . 120.41(9) yes C7 . C25 . O29 . 120.14(9) yes C13 . C26 . C9 . 119.15(9) yes C13 . C26 . O31 . 119.69(9) yes C9 . C26 . O31 . 120.38(9) yes C19 . C27 . C15 . 121.95(9) yes C19 . C27 . O33 . 118.88(9) yes C15 . C27 . O33 . 119.08(8) yes C1 . C28 . C21 . 122.16(9) yes C1 . C28 . O35 . 118.69(9) yes C21 . C28 . O35 . 119.08(9) yes C25 . O29 . C30 . 112.32(8) yes O29 . C30 . H302 . 110.0 no O29 . C30 . H303 . 109.6 no H302 . C30 . H303 . 107.8 no O29 . C30 . H301 . 111.7 no H302 . C30 . H301 . 109.2 no H303 . C30 . H301 . 108.5 no C26 . O31 . C32 . 112.54(8) yes O31 . C32 . H321 . 108.7 no O31 . C32 . H322 . 111.2 no H321 . C32 . H322 . 108.7 no O31 . C32 . H323 . 110.3 no H321 . C32 . H323 . 108.3 no H322 . C32 . H323 . 109.6 no C27 . O33 . C34 . 113.41(8) yes O33 . C34 . H342 . 110.3 no O33 . C34 . H343 . 110.7 no H342 . C34 . H343 . 109.4 no O33 . C34 . H341 . 110.9 no H342 . C34 . H341 . 106.5 no H343 . C34 . H341 . 108.8 no C28 . O35 . C36 . 113.44(9) yes O35 . C36 . H363 . 106.7 no O35 . C36 . H362 . 110.1 no H363 . C36 . H362 . 109.3 no O35 . C36 . H361 . 107.9 no H363 . C36 . H361 . 111.9 no H362 . C36 . H361 . 110.9 no _iucr_refine_instruction_details_constraints ; BLOCK SCALE X'S, U'S CONT EXTPARAM RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 8,X'S) H ( 82,X'S) H ( 81,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 14,X'S) H ( 142,X'S) H ( 141,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 20,X'S) H ( 201,X'S) H ( 202,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 30,X'S) H ( 302,X'S) H ( 303,X'S) H ( 301,X'S) RIDE C ( 32,X'S) H ( 321,X'S) H ( 322,X'S) H ( 323,X'S) RIDE C ( 34,X'S) H ( 342,X'S) H ( 343,X'S) H ( 341,X'S) RIDE C ( 36,X'S) H ( 363,X'S) H ( 362,X'S) H ( 361,X'S) END ; _iucr_refine_instruction_details_restraints ; NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 930505' ####################################################################### # # 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_1 #TrackingRef 'KF_660_111_4_1.cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; _cell_length_a 11.09428(16) _cell_length_b 15.33790(18) _cell_length_c 17.4781(2) _cell_angle_alpha 90 _cell_angle_beta 91.8464(12) _cell_angle_gamma 90 _cell_volume 2972.58(7) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 _chemical_formula_sum 'C36 H38 O4' _chemical_formula_moiety 'C36 H38 O4' _chemical_compound_source ? _chemical_formula_weight 534.69 _cell_measurement_reflns_used 31970 _cell_measurement_theta_min 5 _cell_measurement_theta_max 76 _cell_measurement_temperature 293 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.110 _exptl_crystal_size_mid 0.290 _exptl_crystal_size_max 0.370 _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.602 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrysAlis, (Oxford Diffraction, 2002)' _exptl_absorpt_correction_T_min 0.23 _exptl_absorpt_correction_T_max 0.94 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'Xcalibur, (Oxford Diffraction, 2002)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_ambient_pressure 101 _diffrn_reflns_number 61451 _reflns_number_total 6069 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_theta_min 4.654 _diffrn_reflns_theta_max 75.745 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 71.957 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -13 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 21 _oxford_diffrn_Wilson_B_factor 5.42 _oxford_diffrn_Wilson_scale 0.07 _atom_sites_solution_primary direct _atom_sites_solution_hydrogens diffmap _refine_diff_density_min -0.30 _refine_diff_density_max 0.31 _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 6069 _refine_ls_number_restraints 0 _refine_ls_number_parameters 361 _oxford_refine_ls_R_factor_ref 0.0709 _refine_ls_wR_factor_ref 0.1236 _refine_ls_goodness_of_fit_ref 1.0514 _refine_ls_shift/su_max 0.0002741 _refine_ls_shift/su_mean 0.0000240 _oxford_reflns_number_all 6069 _refine_ls_R_factor_all 0.0709 _refine_ls_wR_factor_all 0.1236 _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5140 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_gt 0.1169 _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 884. 0.139E+04 674. 157. ; 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens C1 C 0.4433(2) 0.12053(14) 0.65225(14) 0.0752 1.0000 Uani . . . . . . C2 C 0.4527(3) 0.12993(16) 0.73969(14) 0.0880 1.0000 Uani . . . . . . C3 C 0.5250(2) 0.20955(15) 0.76251(11) 0.0773 1.0000 Uani . . . . . . C4 C 0.6351(3) 0.20144(19) 0.80086(12) 0.0870 1.0000 Uani . . . . . . C5 C 0.7255(3) 0.2622(2) 0.79462(12) 0.0882 1.0000 Uani . . . . . . C6 C 0.7043(2) 0.33415(16) 0.74654(11) 0.0758 1.0000 Uani . . . . . . C7 C 0.5863(2) 0.35091(13) 0.71999(11) 0.0676 1.0000 Uani . . . . . . C8 C 0.5834(2) 0.42562(13) 0.66248(11) 0.0671 1.0000 Uani . . . . . . C9 C 0.7154(2) 0.43147(13) 0.64412(12) 0.0692 1.0000 Uani . . . . . . C10 C 0.7857(2) 0.38261(16) 0.69666(13) 0.0777 1.0000 Uani . . . . . . C11 C 0.9053(2) 0.3637(2) 0.68127(17) 0.0957 1.0000 Uani . . . . . . C12 C 0.9443(2) 0.3819(2) 0.60869(18) 0.0986 1.0000 Uani . . . . . . C13 C 0.8711(2) 0.42098(16) 0.55227(16) 0.0844 1.0000 Uani . . . . . . C14 C 0.8920(2) 0.40897(17) 0.46744(16) 0.0946 1.0000 Uani . . . . . . C15 C 0.7929(2) 0.35005(13) 0.43392(12) 0.0706 1.0000 Uani . . . . . . C16 C 0.7079(2) 0.38292(14) 0.38193(13) 0.0807 1.0000 Uani . . . . . . C17 C 0.6079(2) 0.33571(16) 0.35914(13) 0.0809 1.0000 Uani . . . . . . C18 C 0.5869(2) 0.25448(14) 0.39105(11) 0.0688 1.0000 Uani . . . . . . C19 C 0.66965(18) 0.21821(11) 0.44381(9) 0.0573 1.0000 Uani . . . . . . C20 C 0.6456(2) 0.12843(12) 0.47758(11) 0.0643 1.0000 Uani . . . . . . C21 C 0.53491(19) 0.12266(11) 0.52639(11) 0.0624 1.0000 Uani . . . . . . C22 C 0.4207(2) 0.10996(14) 0.49305(15) 0.0789 1.0000 Uani . . . . . . C23 C 0.3205(2) 0.10258(16) 0.53701(19) 0.0920 1.0000 Uani . . . . . . C24 C 0.3330(2) 0.10849(16) 0.61523(18) 0.0890 1.0000 Uani . . . . . . C25 C 0.4959(2) 0.29068(14) 0.72937(10) 0.0687 1.0000 Uani . . . . . . C26 C 0.7597(2) 0.45474(13) 0.57387(14) 0.0743 1.0000 Uani . . . . . . C27 C 0.77487(18) 0.26425(13) 0.46128(10) 0.0605 1.0000 Uani . . . . . . C28 C 0.54567(18) 0.12632(11) 0.60626(11) 0.0620 1.0000 Uani . . . . . . O29 O 0.38616(14) 0.30395(12) 0.69263(9) 0.0811 1.0000 Uani . . . . . . C30 C 0.2816(3) 0.31021(19) 0.73829(17) 0.0959 1.0000 Uani . . . . . . C31 C 0.2433(3) 0.3980(2) 0.7498(2) 0.1255 1.0000 Uani . . . . . . O32 O 0.68879(19) 0.49661(10) 0.51934(9) 0.0924 1.0000 Uani . . . . . . C33 C 0.6371(2) 0.57714(15) 0.54053(15) 0.0822 1.0000 Uani . . . . . . C34 C 0.6923(3) 0.64919(16) 0.50054(17) 0.1075 1.0000 Uani . . . . . . O35 O 0.86138(13) 0.22769(10) 0.50970(8) 0.0731 1.0000 Uani . . . . . . C36 C 0.9712(3) 0.2021(2) 0.4746(2) 0.1106 1.0000 Uani . . . . . . C37 C 0.9701(4) 0.1151(3) 0.4453(2) 0.1493 1.0000 Uani . . . . . . O38 O 0.65883(13) 0.13975(9) 0.63886(7) 0.0655 1.0000 Uani . . . . . . C39 C 0.7235(2) 0.06144(17) 0.65821(15) 0.0881 1.0000 Uani . . . . . . C40 C 0.8519(3) 0.0851(2) 0.67488(17) 0.1078 1.0000 Uani . . . . . . H201 H 0.7140 0.1124 0.5086 0.0846 1.0000 Uiso R . . . . . H202 H 0.6359 0.0883 0.4365 0.0846 1.0000 Uiso R . . . . . H361 H 1.0362 0.2067 0.5112 0.1513 1.0000 Uiso R . . . . . H362 H 0.9846 0.2406 0.4332 0.1513 1.0000 Uiso R . . . . . H371 H 1.0442 0.1015 0.4222 0.1882 1.0000 Uiso R . . . . . H372 H 0.9574 0.0759 0.4864 0.1882 1.0000 Uiso R . . . . . H373 H 0.9059 0.1098 0.4083 0.1882 1.0000 Uiso R . . . . . H161 H 0.7198 0.4394 0.3612 0.1004 1.0000 Uiso R . . . . . H171 H 0.5530 0.3589 0.3216 0.1057 1.0000 Uiso R . . . . . H181 H 0.5158 0.2232 0.3768 0.0910 1.0000 Uiso R . . . . . H141 H 0.9682 0.3827 0.4599 0.1160 1.0000 Uiso R . . . . . H142 H 0.8892 0.4643 0.4430 0.1160 1.0000 Uiso R . . . . . H331 H 0.6483 0.5856 0.5941 0.1119 1.0000 Uiso R . . . . . H332 H 0.5533 0.5764 0.5275 0.1119 1.0000 Uiso R . . . . . H341 H 0.6576 0.7033 0.5144 0.1359 1.0000 Uiso R . . . . . H342 H 0.7761 0.6497 0.5136 0.1359 1.0000 Uiso R . . . . . H343 H 0.6811 0.6404 0.4470 0.1359 1.0000 Uiso R . . . . . H82 H 0.5559 0.4781 0.6849 0.0874 1.0000 Uiso R . . . . . H81 H 0.5346 0.4124 0.6184 0.0874 1.0000 Uiso R . . . . . H301 H 0.2984 0.2838 0.7866 0.1316 1.0000 Uiso R . . . . . H302 H 0.2175 0.2799 0.7127 0.1316 1.0000 Uiso R . . . . . H313 H 0.1734 0.4002 0.7797 0.1634 1.0000 Uiso R . . . . . H311 H 0.3073 0.4283 0.7754 0.1634 1.0000 Uiso R . . . . . H312 H 0.2264 0.4244 0.7014 0.1634 1.0000 Uiso R . . . . . H21 H 0.4919 0.0799 0.7607 0.1106 1.0000 Uiso R . . . . . H22 H 0.3740 0.1343 0.7591 0.1106 1.0000 Uiso R . . . . . H241 H 0.2629 0.1041 0.6448 0.1119 1.0000 Uiso R . . . . . H231 H 0.2434 0.0944 0.5128 0.1181 1.0000 Uiso R . . . . . H221 H 0.4125 0.1054 0.4389 0.1006 1.0000 Uiso R . . . . . H41 H 0.6491 0.1519 0.8325 0.1119 1.0000 Uiso R . . . . . H51 H 0.8007 0.2564 0.8217 0.1114 1.0000 Uiso R . . . . . H111 H 0.9577 0.3403 0.7201 0.1235 1.0000 Uiso R . . . . . H121 H 1.0244 0.3664 0.5967 0.1223 1.0000 Uiso R . . . . . H392 H 0.6904 0.0354 0.7021 0.1159 1.0000 Uiso R . . . . . H391 H 0.7180 0.0217 0.6165 0.1159 1.0000 Uiso R . . . . . H402 H 0.8979 0.0348 0.6879 0.1327 1.0000 Uiso R . . . . . H401 H 0.8558 0.1253 0.7163 0.1327 1.0000 Uiso R . . . . . H403 H 0.8835 0.1116 0.6306 0.1327 1.0000 Uiso 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 C1 0.0885(14) 0.0534(10) 0.0850(14) 0.0134(9) 0.0240(11) -0.0099(10) C2 0.1096(18) 0.0740(14) 0.0827(15) 0.0232(12) 0.0392(14) -0.0029(13) C3 0.1048(16) 0.0778(14) 0.0508(10) 0.0128(9) 0.0281(10) 0.0062(12) C4 0.123(2) 0.0909(17) 0.0481(10) 0.0130(10) 0.0148(12) 0.0140(15) C5 0.1137(19) 0.1039(18) 0.0464(10) -0.0034(11) -0.0074(11) 0.0158(15) C6 0.0962(15) 0.0821(14) 0.0490(10) -0.0134(9) 0.0008(9) 0.0015(11) C7 0.0918(13) 0.0653(11) 0.0465(9) -0.0045(8) 0.0123(9) 0.0071(10) C8 0.0880(13) 0.0584(10) 0.0559(10) -0.0057(8) 0.0147(9) 0.0021(9) C9 0.0892(13) 0.0548(10) 0.0641(11) -0.0165(9) 0.0093(9) -0.0096(9) C10 0.0859(14) 0.0780(14) 0.0689(12) -0.0208(11) -0.0030(10) -0.0105(11) C11 0.0787(14) 0.113(2) 0.0946(18) -0.0207(16) -0.0082(13) -0.0141(14) C12 0.0661(13) 0.106(2) 0.124(2) -0.0208(17) 0.0114(14) -0.0239(13) C13 0.0849(14) 0.0703(14) 0.0995(17) -0.0123(12) 0.0282(13) -0.0282(11) C14 0.0968(17) 0.0760(15) 0.1140(19) 0.0057(14) 0.0505(15) -0.0194(13) C15 0.0938(14) 0.0559(10) 0.0646(11) 0.0031(8) 0.0414(10) 0.0024(9) C16 0.1161(18) 0.0583(11) 0.0704(12) 0.0186(10) 0.0476(13) 0.0253(12) C17 0.1080(17) 0.0745(14) 0.0614(12) 0.0151(10) 0.0238(11) 0.0346(13) C18 0.0844(13) 0.0671(12) 0.0554(10) 0.0031(8) 0.0112(9) 0.0164(10) C19 0.0821(11) 0.0469(9) 0.0436(8) -0.0009(6) 0.0147(8) 0.0132(8) C20 0.0938(14) 0.0428(8) 0.0569(10) -0.0033(7) 0.0097(9) 0.0069(8) C21 0.0833(12) 0.0380(8) 0.0661(11) 0.0001(7) 0.0057(9) -0.0037(8) C22 0.0965(15) 0.0521(11) 0.0874(15) -0.0030(10) -0.0093(12) -0.0131(10) C23 0.0884(15) 0.0614(13) 0.126(2) 0.0003(14) -0.0046(15) -0.0173(12) C24 0.0817(15) 0.0628(12) 0.124(2) 0.0074(13) 0.0213(14) -0.0184(11) C25 0.0865(13) 0.0747(13) 0.0461(9) 0.0050(8) 0.0221(9) 0.0051(10) C26 0.0940(14) 0.0501(10) 0.0797(14) -0.0117(9) 0.0199(11) -0.0159(10) C27 0.0786(11) 0.0564(9) 0.0478(9) 0.0031(7) 0.0219(8) 0.0105(8) C28 0.0748(11) 0.0443(9) 0.0674(11) 0.0079(8) 0.0114(9) -0.0049(8) O29 0.0799(9) 0.0936(11) 0.0714(9) 0.0165(8) 0.0273(7) 0.0040(8) C30 0.0955(17) 0.1026(19) 0.0919(17) 0.0189(16) 0.0363(13) 0.0060(15) C31 0.150(3) 0.109(2) 0.120(2) 0.040(2) 0.057(2) 0.044(2) O32 0.1535(17) 0.0513(8) 0.0744(10) -0.0008(7) 0.0333(10) 0.0114(9) C33 0.0953(15) 0.0633(12) 0.0890(16) -0.0151(11) 0.0188(12) -0.0059(11) C34 0.174(3) 0.0610(14) 0.0878(17) 0.0102(12) 0.0135(19) 0.0000(16) O35 0.0738(8) 0.0778(9) 0.0684(8) 0.0088(7) 0.0125(7) 0.0073(7) C36 0.0951(19) 0.124(3) 0.114(2) 0.0188(19) 0.0291(16) 0.0335(18) C37 0.153(3) 0.147(4) 0.149(3) -0.017(3) 0.035(3) 0.053(3) O38 0.0828(9) 0.0579(7) 0.0560(7) 0.0049(6) 0.0071(6) 0.0013(6) C39 0.1118(19) 0.0735(14) 0.0789(15) 0.0209(12) 0.0008(13) 0.0117(13) C40 0.113(2) 0.122(3) 0.0881(17) 0.0069(16) -0.0135(15) 0.0357(18) _refine_ls_extinction_method None _oxford_refine_ls_scale 4.58(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . C2 . 1.535(3) yes C1 . C24 . 1.378(3) yes C1 . C28 . 1.415(3) yes C2 . C3 . 1.508(4) yes C2 . H21 . 0.950 no C2 . H22 . 0.950 no C3 . C4 . 1.379(4) yes C3 . C25 . 1.406(3) yes C4 . C5 . 1.377(4) yes C4 . H41 . 0.950 no C5 . C6 . 1.402(3) yes C5 . H51 . 0.950 no C6 . C7 . 1.399(3) yes C6 . C10 . 1.476(3) yes C7 . C8 . 1.524(3) yes C7 . C25 . 1.377(3) yes C8 . C9 . 1.512(3) yes C8 . H82 . 0.950 no C8 . H81 . 0.950 no C9 . C10 . 1.402(3) yes C9 . C26 . 1.384(3) yes C10 . C11 . 1.393(4) yes C11 . C12 . 1.382(4) yes C11 . H111 . 0.950 no C12 . C13 . 1.393(4) yes C12 . H121 . 0.950 no C13 . C14 . 1.519(4) yes C13 . C26 . 1.403(3) yes C14 . C15 . 1.525(3) yes C14 . H141 . 0.950 no C14 . H142 . 0.950 no C15 . C16 . 1.383(3) yes C15 . C27 . 1.417(3) yes C16 . C17 . 1.373(4) yes C16 . H161 . 0.950 no C17 . C18 . 1.388(3) yes C17 . H171 . 0.950 no C18 . C19 . 1.396(3) yes C18 . H181 . 0.950 no C19 . C20 . 1.525(2) yes C19 . C27 . 1.390(3) yes C20 . C21 . 1.521(3) yes C20 . H201 . 0.950 no C20 . H202 . 0.950 no C21 . C22 . 1.391(3) yes C21 . C28 . 1.398(3) yes C22 . C23 . 1.376(4) yes C22 . H221 . 0.950 no C23 . C24 . 1.373(4) yes C23 . H231 . 0.950 no C24 . H241 . 0.950 no C25 . O29 . 1.373(3) yes C26 . O32 . 1.375(3) yes C27 . O35 . 1.378(2) yes C28 . O38 . 1.377(2) yes O29 . C30 . 1.432(3) yes C30 . C31 . 1.428(4) yes C30 . H301 . 0.950 no C30 . H302 . 0.950 no C31 . H313 . 0.950 no C31 . H311 . 0.950 no C31 . H312 . 0.950 no O32 . C33 . 1.416(3) yes C33 . C34 . 1.453(3) yes C33 . H331 . 0.950 no C33 . H332 . 0.950 no C34 . H341 . 0.950 no C34 . H342 . 0.950 no C34 . H343 . 0.950 no O35 . C36 . 1.436(3) yes C36 . C37 . 1.430(5) yes C36 . H361 . 0.950 no C36 . H362 . 0.950 no C37 . H371 . 0.950 no C37 . H372 . 0.950 no C37 . H373 . 0.950 no O38 . C39 . 1.434(3) yes C39 . C40 . 1.489(4) yes C39 . H392 . 0.950 no C39 . H391 . 0.950 no C40 . H402 . 0.950 no C40 . H401 . 0.950 no C40 . H403 . 0.950 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . C1 . C24 . 120.7(2) yes C2 . C1 . C28 . 122.0(2) yes C24 . C1 . C28 . 117.3(2) yes C1 . C2 . C3 . 110.98(16) yes C1 . C2 . H21 . 109.0 no C3 . C2 . H21 . 108.6 no C1 . C2 . H22 . 109.2 no C3 . C2 . H22 . 109.6 no H21 . C2 . H22 . 109.5 no C2 . C3 . C4 . 120.7(2) yes C2 . C3 . C25 . 119.6(2) yes C4 . C3 . C25 . 117.9(2) yes C3 . C4 . C5 . 122.4(2) yes C3 . C4 . H41 . 118.7 no C5 . C4 . H41 . 118.8 no C4 . C5 . C6 . 118.1(2) yes C4 . C5 . H51 . 121.8 no C6 . C5 . H51 . 120.1 no C5 . C6 . C7 . 118.7(2) yes C5 . C6 . C10 . 131.0(2) yes C7 . C6 . C10 . 107.2(2) yes C6 . C7 . C8 . 110.9(2) yes C6 . C7 . C25 . 121.0(2) yes C8 . C7 . C25 . 125.7(2) yes C7 . C8 . C9 . 100.65(18) yes C7 . C8 . H82 . 111.4 no C9 . C8 . H82 . 111.3 no C7 . C8 . H81 . 112.0 no C9 . C8 . H81 . 111.8 no H82 . C8 . H81 . 109.5 no C8 . C9 . C10 . 110.56(19) yes C8 . C9 . C26 . 125.3(2) yes C10 . C9 . C26 . 120.8(2) yes C6 . C10 . C9 . 108.5(2) yes C6 . C10 . C11 . 127.9(3) yes C9 . C10 . C11 . 119.9(2) yes C10 . C11 . C12 . 117.6(3) yes C10 . C11 . H111 . 120.3 no C12 . C11 . H111 . 122.0 no C11 . C12 . C13 . 123.0(3) yes C11 . C12 . H121 . 118.4 no C13 . C12 . H121 . 118.6 no C12 . C13 . C14 . 122.4(3) yes C12 . C13 . C26 . 117.8(2) yes C14 . C13 . C26 . 118.1(3) yes C13 . C14 . C15 . 108.43(17) yes C13 . C14 . H141 . 110.5 no C15 . C14 . H141 . 109.2 no C13 . C14 . H142 . 109.0 no C15 . C14 . H142 . 110.2 no H141 . C14 . H142 . 109.5 no C14 . C15 . C16 . 120.3(2) yes C14 . C15 . C27 . 121.9(2) yes C16 . C15 . C27 . 117.4(2) yes C15 . C16 . C17 . 121.71(19) yes C15 . C16 . H161 . 118.9 no C17 . C16 . H161 . 119.4 no C16 . C17 . C18 . 120.1(2) yes C16 . C17 . H171 . 119.8 no C18 . C17 . H171 . 120.1 no C17 . C18 . C19 . 120.5(2) yes C17 . C18 . H181 . 119.8 no C19 . C18 . H181 . 119.6 no C18 . C19 . C20 . 119.76(19) yes C18 . C19 . C27 . 118.19(18) yes C20 . C19 . C27 . 121.99(17) yes C19 . C20 . C21 . 115.09(15) yes C19 . C20 . H201 . 107.9 no C21 . C20 . H201 . 108.0 no C19 . C20 . H202 . 108.1 no C21 . C20 . H202 . 108.2 no H201 . C20 . H202 . 109.5 no C20 . C21 . C22 . 120.96(19) yes C20 . C21 . C28 . 120.88(18) yes C22 . C21 . C28 . 118.1(2) yes C21 . C22 . C23 . 121.3(2) yes C21 . C22 . H221 . 118.9 no C23 . C22 . H221 . 119.8 no C22 . C23 . C24 . 119.5(2) yes C22 . C23 . H231 . 119.6 no C24 . C23 . H231 . 120.9 no C1 . C24 . C23 . 122.4(2) yes C1 . C24 . H241 . 118.9 no C23 . C24 . H241 . 118.6 no C3 . C25 . C7 . 119.0(2) yes C3 . C25 . O29 . 120.8(2) yes C7 . C25 . O29 . 118.88(19) yes C13 . C26 . C9 . 119.0(2) yes C13 . C26 . O32 . 118.4(2) yes C9 . C26 . O32 . 121.6(2) yes C15 . C27 . C19 . 121.64(19) yes C15 . C27 . O35 . 118.8(2) yes C19 . C27 . O35 . 119.45(17) yes C1 . C28 . C21 . 121.3(2) yes C1 . C28 . O38 . 120.79(19) yes C21 . C28 . O38 . 117.80(17) yes C25 . O29 . C30 . 118.11(19) yes O29 . C30 . C31 . 113.1(2) yes O29 . C30 . H301 . 109.1 no C31 . C30 . H301 . 109.2 no O29 . C30 . H302 . 108.2 no C31 . C30 . H302 . 107.8 no H301 . C30 . H302 . 109.5 no C30 . C31 . H313 . 111.3 no C30 . C31 . H311 . 107.8 no H313 . C31 . H311 . 109.5 no C30 . C31 . H312 . 109.2 no H313 . C31 . H312 . 109.5 no H311 . C31 . H312 . 109.5 no C26 . O32 . C33 . 116.97(19) yes O32 . C33 . C34 . 110.9(2) yes O32 . C33 . H331 . 109.7 no C34 . C33 . H331 . 109.0 no O32 . C33 . H332 . 109.2 no C34 . C33 . H332 . 108.5 no H331 . C33 . H332 . 109.5 no C33 . C34 . H341 . 111.2 no C33 . C34 . H342 . 108.3 no H341 . C34 . H342 . 109.5 no C33 . C34 . H343 . 108.8 no H341 . C34 . H343 . 109.5 no H342 . C34 . H343 . 109.5 no C27 . O35 . C36 . 115.63(19) yes O35 . C36 . C37 . 114.2(3) yes O35 . C36 . H361 . 109.2 no C37 . C36 . H361 . 107.9 no O35 . C36 . H362 . 108.1 no C37 . C36 . H362 . 107.9 no H361 . C36 . H362 . 109.5 no C36 . C37 . H371 . 111.0 no C36 . C37 . H372 . 108.7 no H371 . C37 . H372 . 109.5 no C36 . C37 . H373 . 108.7 no H371 . C37 . H373 . 109.5 no H372 . C37 . H373 . 109.5 no C28 . O38 . C39 . 114.51(17) yes O38 . C39 . C40 . 108.1(2) yes O38 . C39 . H392 . 109.8 no C40 . C39 . H392 . 109.7 no O38 . C39 . H391 . 109.7 no C40 . C39 . H391 . 110.1 no H392 . C39 . H391 . 109.5 no C39 . C40 . H402 . 110.6 no C39 . C40 . H401 . 109.1 no H402 . C40 . H401 . 109.5 no C39 . C40 . H403 . 108.7 no H402 . C40 . H403 . 109.5 no H401 . C40 . H403 . 109.5 no _iucr_refine_instruction_details_constraints ; BLOCK SCALE X'S, U'S RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 8,X'S) H ( 82,X'S) H ( 81,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 14,X'S) H ( 141,X'S) H ( 142,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 20,X'S) H ( 201,X'S) H ( 202,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 30,X'S) H ( 301,X'S) H ( 302,X'S) RIDE C ( 31,X'S) H ( 313,X'S) H ( 311,X'S) H ( 312,X'S) RIDE C ( 33,X'S) H ( 331,X'S) H ( 332,X'S) RIDE C ( 34,X'S) H ( 341,X'S) H ( 342,X'S) H ( 343,X'S) RIDE C ( 36,X'S) H ( 361,X'S) H ( 362,X'S) RIDE C ( 37,X'S) H ( 371,X'S) H ( 372,X'S) H ( 373,X'S) RIDE C ( 39,X'S) H ( 392,X'S) H ( 391,X'S) RIDE C ( 40,X'S) H ( 402,X'S) H ( 401,X'S) H ( 403,X'S) END ; _iucr_refine_instruction_details_restraints ; NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 930506'