#------------------------------------------------------------------------------ #$Date: 2011-06-22 00:12:38 +0300 (Wed, 22 Jun 2011) $ #$Revision: 21260 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/7151769.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7151769 loop_ _publ_author_name 'Chen, Ko-Wei' 'Syu, Siang-en' 'Jang, Yeong-Jiunn' 'Lin, Wenwei' _publ_section_title ; A facile approach to highly functional trisubstituted furans via intramolecular Wittig reactions. ; _journal_issue 7 _journal_name_full 'Organic & biomolecular chemistry' _journal_page_first 2098 _journal_page_last 2106 _journal_volume 9 _journal_year 2011 _chemical_formula_moiety 'C42 H48 Cl O4 P' _chemical_formula_sum 'C42 H48 Cl O4 P' _chemical_formula_weight 683.22 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 92.0730(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.9348(3) _cell_length_b 12.1131(2) _cell_length_c 23.2120(5) _cell_measurement_reflns_used 37640 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 25.028 _cell_measurement_theta_min 2.037 _cell_volume 3915.47(14) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _diffrn_ambient_temperature 200(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0642 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 23877 _diffrn_reflns_theta_full 25.04 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_min 2.23 _exptl_absorpt_coefficient_mu 0.177 _exptl_absorpt_correction_T_max 1.0699 _exptl_absorpt_correction_T_min 0.884 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; ? ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 1456 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.11 _refine_diff_density_max 0.712 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.117 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_hydrogen_treatment fixed _refine_ls_matrix_type full _refine_ls_number_parameters 431 _refine_ls_number_reflns 6854 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.100 _refine_ls_R_factor_all 0.1092 _refine_ls_R_factor_gt 0.0711 _refine_ls_shift/su_max 0.015 _refine_ls_shift/su_mean 0.005 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1399P)^2^+1.7764P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2109 _refine_ls_wR_factor_ref 0.2455 _reflns_number_gt 4664 _reflns_number_total 6854 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file c0ob00912a.txt _[local]_cod_data_source_block 11226 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_database_code 7151769 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' 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 C1 C 0.8094(3) 0.2661(3) 0.63553(15) 0.0404(8) Uani 1 1 d . . . C2 C 0.7863(2) 0.3784(3) 0.61398(14) 0.0378(8) Uani 1 1 d . . . C3 C 0.7834(3) 0.3934(3) 0.55427(16) 0.0479(9) Uani 1 1 d . . . H3 H 0.7951 0.3333 0.5292 0.057 Uiso 1 1 calc R . . C4 C 0.7630(3) 0.4978(4) 0.53207(18) 0.0583(11) Uani 1 1 d . . . H4 H 0.7617 0.5094 0.4916 0.070 Uiso 1 1 calc R . . C5 C 0.7447(3) 0.5841(4) 0.56826(19) 0.0611(12) Uani 1 1 d . . . H5 H 0.7311 0.6551 0.5526 0.073 Uiso 1 1 calc R . . C6 C 0.7458(3) 0.5688(3) 0.62737(18) 0.0532(10) Uani 1 1 d . . . H6 H 0.7317 0.6286 0.6522 0.064 Uiso 1 1 calc R . . C7 C 0.7677(3) 0.4659(3) 0.65008(16) 0.0420(8) Uani 1 1 d . . . H7 H 0.7699 0.4554 0.6907 0.050 Uiso 1 1 calc R . . C8 C 0.8313(2) 0.1625(3) 0.72302(14) 0.0351(8) Uani 1 1 d . . . C9 C 0.9359(2) 0.1446(3) 0.72175(13) 0.0328(7) Uani 1 1 d . . . C10 C 0.9977(3) 0.2349(3) 0.72094(15) 0.0416(8) Uani 1 1 d . . . H10 H 0.9722 0.3076 0.7192 0.050 Uiso 1 1 calc R . . C11 C 1.0962(3) 0.2194(3) 0.72267(16) 0.0457(9) Uani 1 1 d . . . H11 H 1.1379 0.2815 0.7234 0.055 Uiso 1 1 calc R . . C12 C 1.1341(3) 0.1149(3) 0.72337(16) 0.0455(9) Uani 1 1 d . . . H12 H 1.2017 0.1046 0.7251 0.055 Uiso 1 1 calc R . . C13 C 1.0731(2) 0.0241(3) 0.72158(15) 0.0438(9) Uani 1 1 d . . . H13 H 1.0992 -0.0482 0.7202 0.053 Uiso 1 1 calc R . . C14 C 0.9746(2) 0.0382(3) 0.72176(14) 0.0357(8) Uani 1 1 d . . . H14 H 0.9334 -0.0243 0.7219 0.043 Uiso 1 1 calc R . . C15 C 0.7644(2) 0.1052(3) 0.75071(14) 0.0369(8) Uani 1 1 d . B . C16 C 0.7840(2) 0.0134(3) 0.79128(14) 0.0365(8) Uani 1 1 d . . . H16 H 0.7514 -0.0542 0.7838 0.044 Uiso 1 1 calc R . . C17 C 0.8437(2) 0.0174(3) 0.83764(15) 0.0373(8) Uani 1 1 d . . . C18 C 0.8595(3) -0.0708(3) 0.88060(14) 0.0409(8) Uani 1 1 d . . . C19 C 0.7920(3) -0.1523(3) 0.88817(16) 0.0513(10) Uani 1 1 d . . . H19 H 0.7341 -0.1525 0.8652 0.062 Uiso 1 1 calc R . . C20 C 0.8085(4) -0.2346(3) 0.92953(18) 0.0652(13) Uani 1 1 d . . . H20 H 0.7619 -0.2907 0.9345 0.078 Uiso 1 1 calc R . . C21 C 0.8917(4) -0.2349(4) 0.96301(19) 0.0695(14) Uani 1 1 d . . . H21 H 0.9020 -0.2905 0.9914 0.083 Uiso 1 1 calc R . . C22 C 0.9592(3) -0.1560(4) 0.95566(19) 0.0679(13) Uani 1 1 d . . . H22 H 1.0172 -0.1577 0.9784 0.081 Uiso 1 1 calc R . . C23 C 0.9443(3) -0.0724(4) 0.91510(17) 0.0543(10) Uani 1 1 d . . . H23 H 0.9914 -0.0166 0.9108 0.065 Uiso 1 1 calc R . . C24 C 0.8822(3) 0.1832(3) 0.88772(15) 0.0439(9) Uani 1 1 d . . . C25 C 0.9573(3) 0.2695(3) 0.89395(15) 0.0484(10) Uani 1 1 d . . . C26 C 1.0474(3) 0.2553(3) 0.87119(16) 0.0506(10) Uani 1 1 d . . . H26 H 1.0618 0.1891 0.8513 0.061 Uiso 1 1 calc R . . C27 C 1.1162(4) 0.3369(4) 0.87738(19) 0.0655(12) Uani 1 1 d . . . H27 H 1.1781 0.3263 0.8624 0.079 Uiso 1 1 calc R . . C28 C 1.0953(5) 0.4320(4) 0.9049(2) 0.0780(16) Uani 1 1 d . . . H28 H 1.1426 0.4883 0.9083 0.094 Uiso 1 1 calc R . . C29 C 1.0079(5) 0.4486(4) 0.9277(2) 0.0776(17) Uani 1 1 d . . . H29 H 0.9948 0.5162 0.9466 0.093 Uiso 1 1 calc R . . C30 C 0.9360(4) 0.3648(4) 0.92330(18) 0.0682(13) Uani 1 1 d . . . H30 H 0.8754 0.3745 0.9401 0.082 Uiso 1 1 calc R . . C31 C 0.6029(3) 0.1250(4) 0.6638(2) 0.0625(12) Uani 1 1 d . B . H31A H 0.5323 0.1332 0.6598 0.075 Uiso 1 1 calc R . . H31B H 0.6321 0.1845 0.6410 0.075 Uiso 1 1 calc R . . C32 C 0.6306(3) 0.0156(5) 0.6387(2) 0.0772(14) Uani 1 1 d . . . H32A H 0.6034 -0.0446 0.6620 0.093 Uiso 1 1 calc R . . H32B H 0.7014 0.0082 0.6408 0.093 Uiso 1 1 calc R . . C33 C 0.5941(5) 0.0038(6) 0.5756(3) 0.104(2) Uani 1 1 d . . . H33A H 0.6231 0.0624 0.5521 0.125 Uiso 1 1 calc R . . H33B H 0.5235 0.0138 0.5734 0.125 Uiso 1 1 calc R . . C34 C 0.6197(5) -0.1118(6) 0.5501(3) 0.1284(19) Uani 1 1 d . . . H34A H 0.5956 -0.1162 0.5100 0.193 Uiso 1 1 calc R . . H34B H 0.5900 -0.1699 0.5728 0.193 Uiso 1 1 calc R . . H34C H 0.6896 -0.1214 0.5516 0.193 Uiso 1 1 calc R . . C35 C 0.5651(3) 0.0526(4) 0.7792(2) 0.0596(11) Uani 1 1 d . B . H35A H 0.4979 0.0633 0.7650 0.071 Uiso 1 1 calc R . . H35B H 0.5831 -0.0242 0.7698 0.071 Uiso 1 1 calc R . . C36 C 0.5674(3) 0.0634(5) 0.8442(2) 0.0783(15) Uani 1 1 d . . . H36A H 0.6338 0.0466 0.8581 0.094 Uiso 1 1 calc R A 3 H36B H 0.5558 0.1422 0.8530 0.094 Uiso 1 1 calc R A 3 C37' C 0.5066(12) 0.0023(14) 0.8777(7) 0.086(4) Uiso 0.40 1 d P B 3 H37A H 0.4407 0.0246 0.8654 0.103 Uiso 0.40 1 calc PR B 3 H37B H 0.5139 -0.0753 0.8653 0.103 Uiso 0.40 1 calc PR B 3 C38' C 0.5076(15) -0.0002(18) 0.9331(9) 0.122(6) Uiso 0.40 1 d P B 3 H38A H 0.4583 -0.0515 0.9458 0.182 Uiso 0.40 1 calc PR B 3 H38B H 0.4945 0.0738 0.9479 0.182 Uiso 0.40 1 calc PR B 3 H38C H 0.5709 -0.0248 0.9478 0.182 Uiso 0.40 1 calc PR B 3 C37 C 0.5133(7) -0.0515(8) 0.8655(4) 0.074(2) Uiso 0.60 1 d P B 4 H37C H 0.4444 -0.0473 0.8538 0.089 Uiso 0.60 1 calc PR B 4 H37D H 0.5412 -0.1152 0.8453 0.089 Uiso 0.60 1 calc PR B 4 C38 C 0.5212(11) -0.0703(13) 0.9244(7) 0.143(5) Uiso 0.60 1 d P B 4 H38D H 0.4889 -0.1396 0.9335 0.215 Uiso 0.60 1 calc PR B 4 H38E H 0.4912 -0.0093 0.9448 0.215 Uiso 0.60 1 calc PR B 4 H38F H 0.5892 -0.0752 0.9364 0.215 Uiso 0.60 1 calc PR B 4 C39 C 0.6161(3) 0.2835(3) 0.7593(2) 0.0574(11) Uani 1 1 d . B . H39A H 0.6288 0.3316 0.7259 0.069 Uiso 1 1 calc R . . H39B H 0.5470 0.2904 0.7672 0.069 Uiso 1 1 calc R . . C40 C 0.6741(3) 0.3273(4) 0.8116(2) 0.0617(11) Uani 1 1 d . . . H40A H 0.7429 0.3315 0.8026 0.074 Uiso 1 1 calc R . . H40B H 0.6676 0.2762 0.8446 0.074 Uiso 1 1 calc R . . C41 C 0.6378(3) 0.4422(4) 0.8279(3) 0.0814(16) Uani 1 1 d . . . H41A H 0.6478 0.4938 0.7956 0.098 Uiso 1 1 calc R . . H41B H 0.5680 0.4385 0.8343 0.098 Uiso 1 1 calc R . . C42 C 0.6892(5) 0.4862(6) 0.8819(3) 0.1284(19) Uani 1 1 d . . . H42A H 0.6647 0.5600 0.8906 0.193 Uiso 1 1 calc R . . H42B H 0.7582 0.4906 0.8756 0.193 Uiso 1 1 calc R . . H42C H 0.6778 0.4366 0.9143 0.193 Uiso 1 1 calc R . . Cl1 Cl 0.63863(8) -0.24062(11) 0.74865(7) 0.0542(4) Uani 0.80 1 d P C 1 Cl1' Cl 0.6457(10) -0.2011(12) 0.7158(6) 0.155(5) Uiso 0.20 1 d P D 2 O1 O 0.8321(2) 0.1880(2) 0.60764(11) 0.0572(8) Uani 1 1 d . . . O2 O 0.79899(16) 0.25914(19) 0.69467(9) 0.0391(6) Uani 1 1 d . . . O3 O 0.90267(17) 0.11022(19) 0.84512(9) 0.0399(6) Uani 1 1 d . . . O4 O 0.8098(2) 0.1758(2) 0.91490(12) 0.0610(8) Uani 1 1 d . . . P1 P 0.63937(7) 0.14324(9) 0.73917(5) 0.0478(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.042(2) 0.041(2) 0.0371(19) 0.0036(17) -0.0048(15) 0.0037(16) C2 0.0337(18) 0.039(2) 0.0403(19) 0.0060(16) -0.0025(14) 0.0039(15) C3 0.053(2) 0.049(2) 0.041(2) 0.0057(18) 0.0018(17) 0.0058(18) C4 0.068(3) 0.063(3) 0.044(2) 0.015(2) 0.0054(19) 0.007(2) C5 0.075(3) 0.046(2) 0.064(3) 0.021(2) 0.009(2) 0.009(2) C6 0.065(3) 0.037(2) 0.057(2) 0.0040(19) 0.004(2) 0.0027(18) C7 0.046(2) 0.039(2) 0.0407(19) 0.0037(16) 0.0000(15) -0.0009(16) C8 0.0368(18) 0.0330(19) 0.0351(18) 0.0021(14) -0.0052(14) 0.0057(14) C9 0.0347(18) 0.0343(19) 0.0293(16) 0.0017(14) -0.0024(13) 0.0018(14) C10 0.048(2) 0.0341(19) 0.043(2) 0.0045(16) 0.0044(16) 0.0020(16) C11 0.041(2) 0.047(2) 0.049(2) 0.0053(17) 0.0067(16) -0.0114(17) C12 0.0321(19) 0.056(3) 0.048(2) 0.0083(18) 0.0050(15) 0.0015(17) C13 0.041(2) 0.044(2) 0.047(2) 0.0060(17) 0.0047(16) 0.0062(16) C14 0.0370(18) 0.0330(19) 0.0373(18) 0.0000(15) 0.0027(14) -0.0002(15) C15 0.0313(18) 0.039(2) 0.0402(19) 0.0022(15) -0.0017(14) 0.0018(15) C16 0.0302(17) 0.0369(19) 0.0426(19) 0.0037(15) 0.0049(14) 0.0009(14) C17 0.0377(18) 0.036(2) 0.0391(19) 0.0023(15) 0.0060(15) -0.0007(15) C18 0.049(2) 0.040(2) 0.0339(18) 0.0005(15) 0.0049(15) 0.0101(16) C19 0.069(3) 0.046(2) 0.040(2) 0.0045(18) 0.0029(18) -0.013(2) C20 0.111(4) 0.039(2) 0.046(2) 0.0020(19) 0.011(2) -0.009(2) C21 0.104(4) 0.055(3) 0.050(3) 0.017(2) 0.010(3) 0.021(3) C22 0.066(3) 0.079(3) 0.058(3) 0.023(2) -0.003(2) 0.019(3) C23 0.049(2) 0.062(3) 0.052(2) 0.014(2) 0.0011(18) 0.0064(19) C24 0.058(2) 0.041(2) 0.0325(18) 0.0035(16) -0.0005(17) 0.0102(18) C25 0.076(3) 0.034(2) 0.0341(19) 0.0010(16) -0.0121(18) 0.0041(19) C26 0.067(3) 0.042(2) 0.042(2) 0.0046(17) -0.0077(18) -0.008(2) C27 0.090(3) 0.050(3) 0.056(3) 0.007(2) -0.013(2) -0.020(2) C28 0.117(5) 0.054(3) 0.062(3) 0.013(2) -0.018(3) -0.019(3) C29 0.147(6) 0.035(2) 0.049(3) -0.008(2) -0.025(3) 0.004(3) C30 0.107(4) 0.050(3) 0.046(2) -0.004(2) -0.010(2) 0.015(3) C31 0.042(2) 0.070(3) 0.074(3) 0.007(2) -0.018(2) -0.002(2) C32 0.056(3) 0.100(4) 0.075(3) -0.003(3) -0.012(2) 0.000(3) C33 0.092(4) 0.132(5) 0.085(4) -0.012(4) -0.024(3) -0.003(4) C34 0.108(4) 0.129(4) 0.147(5) -0.059(4) -0.012(3) 0.009(3) C35 0.033(2) 0.067(3) 0.079(3) 0.007(2) 0.0037(19) 0.0012(19) C36 0.048(3) 0.095(4) 0.093(4) 0.013(3) 0.017(2) 0.000(2) C39 0.037(2) 0.057(3) 0.078(3) 0.008(2) 0.0026(19) 0.0111(18) C40 0.047(2) 0.060(3) 0.078(3) -0.006(2) 0.004(2) 0.008(2) C41 0.047(3) 0.068(3) 0.129(5) -0.029(3) 0.003(3) 0.003(2) C42 0.108(4) 0.129(4) 0.147(5) -0.059(4) -0.012(3) 0.009(3) Cl1 0.0309(6) 0.0491(7) 0.0821(10) -0.0130(7) -0.0050(6) 0.0029(5) O1 0.082(2) 0.0444(16) 0.0448(15) -0.0008(13) -0.0031(13) 0.0186(14) O2 0.0418(14) 0.0382(14) 0.0373(13) 0.0077(10) -0.0003(10) 0.0083(10) O3 0.0438(14) 0.0405(14) 0.0355(13) -0.0035(11) 0.0024(10) -0.0038(11) O4 0.070(2) 0.0626(19) 0.0512(16) -0.0025(14) 0.0185(15) 0.0118(15) P1 0.0314(5) 0.0491(6) 0.0623(7) 0.0066(5) -0.0055(4) 0.0031(4) 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' Cl Cl 0.1484 0.1585 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O1 C1 O2 121.8(3) . . ? O1 C1 C2 127.1(3) . . ? O2 C1 C2 111.2(3) . . ? C7 C2 C3 120.1(3) . . ? C7 C2 C1 122.9(3) . . ? C3 C2 C1 116.9(3) . . ? C4 C3 C2 119.0(4) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C5 C4 C3 120.4(4) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.7(4) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 119.5(4) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C2 C7 C6 120.3(3) . . ? C2 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C15 C8 O2 115.9(3) . . ? C15 C8 C9 129.5(3) . . ? O2 C8 C9 114.4(3) . . ? C10 C9 C14 119.0(3) . . ? C10 C9 C8 119.8(3) . . ? C14 C9 C8 121.2(3) . . ? C11 C10 C9 120.4(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C12 C11 C10 120.4(3) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 119.7(3) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 120.5(3) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C9 119.8(3) . . ? C13 C14 H14 120.1 . . ? C9 C14 H14 120.1 . . ? C8 C15 C16 125.3(3) . . ? C8 C15 P1 118.6(3) . . ? C16 C15 P1 116.1(2) . . ? C17 C16 C15 125.6(3) . . ? C17 C16 H16 117.2 . . ? C15 C16 H16 117.2 . . ? C16 C17 O3 118.3(3) . . ? C16 C17 C18 126.3(3) . . ? O3 C17 C18 115.2(3) . . ? C19 C18 C23 118.8(3) . . ? C19 C18 C17 121.3(3) . . ? C23 C18 C17 119.9(3) . . ? C18 C19 C20 120.1(4) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C21 C20 C19 120.4(4) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C22 C21 C20 120.2(4) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 120.7(4) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C18 119.8(4) . . ? C22 C23 H23 120.1 . . ? C18 C23 H23 120.1 . . ? O4 C24 O3 122.0(4) . . ? O4 C24 C25 126.8(4) . . ? O3 C24 C25 111.2(3) . . ? C30 C25 C26 120.3(4) . . ? C30 C25 C24 118.4(4) . . ? C26 C25 C24 121.3(3) . . ? C27 C26 C25 120.3(4) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C28 C27 C26 119.8(5) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C27 C28 C29 121.3(5) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? C28 C29 C30 120.3(5) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C25 C30 C29 117.9(5) . . ? C25 C30 H30 121.1 . . ? C29 C30 H30 121.1 . . ? C32 C31 P1 114.4(3) . . ? C32 C31 H31A 108.7 . . ? P1 C31 H31A 108.7 . . ? C32 C31 H31B 108.7 . . ? P1 C31 H31B 108.7 . . ? H31A C31 H31B 107.6 . . ? C31 C32 C33 111.7(5) . . ? C31 C32 H32A 109.3 . . ? C33 C32 H32A 109.3 . . ? C31 C32 H32B 109.3 . . ? C33 C32 H32B 109.3 . . ? H32A C32 H32B 107.9 . . ? C32 C33 C34 111.7(5) . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33B 109.3 . . ? C34 C33 H33B 109.3 . . ? H33A C33 H33B 107.9 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 P1 118.2(3) . . ? C36 C35 H35A 107.8 . . ? P1 C35 H35A 107.8 . . ? C36 C35 H35B 107.8 . . ? P1 C35 H35B 107.8 . . ? H35A C35 H35B 107.1 . . ? C37' C36 C35 121.5(8) . . ? C37' C36 C37 25.1(7) . . ? C35 C36 C37 103.3(5) . . ? C37' C36 H36A 106.9 . . ? C35 C36 H36A 107.0 . . ? C37 C36 H36A 99.2 . . ? C37' C36 H36B 107.0 . . ? C35 C36 H36B 107.0 . . ? C37 C36 H36B 131.7 . . ? H36A C36 H36B 106.7 . . ? C38' C37' C36 126.1(16) . . ? C38' C37' H37A 105.7 . . ? C36 C37' H37A 105.8 . . ? C38' C37' H37B 105.9 . . ? C36 C37' H37B 105.8 . . ? H37A C37' H37B 106.2 . . ? C37' C38' H38A 109.4 . . ? C37' C38' H38B 109.6 . . ? H38A C38' H38B 109.5 . . ? C37' C38' H38C 109.4 . . ? H38A C38' H38C 109.5 . . ? H38B C38' H38C 109.5 . . ? C38 C37 C36 114.2(10) . . ? C38 C37 H37C 108.7 . . ? C36 C37 H37C 108.7 . . ? C38 C37 H37D 108.8 . . ? C36 C37 H37D 108.7 . . ? H37C C37 H37D 107.6 . . ? C37 C38 H38D 109.4 . . ? C37 C38 H38E 109.6 . . ? H38D C38 H38E 109.5 . . ? C37 C38 H38F 109.4 . . ? H38D C38 H38F 109.5 . . ? H38E C38 H38F 109.5 . . ? C40 C39 P1 116.0(3) . . ? C40 C39 H39A 108.3 . . ? P1 C39 H39A 108.3 . . ? C40 C39 H39B 108.3 . . ? P1 C39 H39B 108.3 . . ? H39A C39 H39B 107.4 . . ? C39 C40 C41 109.9(4) . . ? C39 C40 H40A 109.7 . . ? C41 C40 H40A 109.7 . . ? C39 C40 H40B 109.7 . . ? C41 C40 H40B 109.7 . . ? H40A C40 H40B 108.2 . . ? C42 C41 C40 111.9(5) . . ? C42 C41 H41A 109.2 . . ? C40 C41 H41A 109.2 . . ? C42 C41 H41B 109.2 . . ? C40 C41 H41B 109.2 . . ? H41A C41 H41B 107.9 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C1 O2 C8 118.0(3) . . ? C24 O3 C17 118.2(3) . . ? C35 P1 C39 109.4(2) . . ? C35 P1 C15 109.76(18) . . ? C39 P1 C15 112.57(18) . . ? C35 P1 C31 106.1(2) . . ? C39 P1 C31 108.6(2) . . ? C15 P1 C31 110.18(18) . . ? 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 C1 O1 1.196(4) . ? C1 O2 1.388(4) . ? C1 C2 1.481(5) . ? C2 C7 1.382(5) . ? C2 C3 1.397(5) . ? C3 C4 1.391(6) . ? C3 H3 0.9500 . ? C4 C5 1.370(6) . ? C4 H4 0.9500 . ? C5 C6 1.384(6) . ? C5 H5 0.9500 . ? C6 C7 1.383(5) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C15 1.344(5) . ? C8 O2 1.409(4) . ? C8 C9 1.474(4) . ? C9 C10 1.394(5) . ? C9 C14 1.397(4) . ? C10 C11 1.384(5) . ? C10 H10 0.9500 . ? C11 C12 1.371(5) . ? C11 H11 0.9500 . ? C12 C13 1.390(5) . ? C12 H12 0.9500 . ? C13 C14 1.383(5) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.476(5) . ? C15 P1 1.813(3) . ? C16 C17 1.337(5) . ? C16 H16 0.9500 . ? C17 O3 1.400(4) . ? C17 C18 1.473(5) . ? C18 C19 1.380(5) . ? C18 C23 1.403(5) . ? C19 C20 1.397(6) . ? C19 H19 0.9500 . ? C20 C21 1.371(7) . ? C20 H20 0.9500 . ? C21 C22 1.357(7) . ? C21 H21 0.9500 . ? C22 C23 1.393(6) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 O4 1.213(4) . ? C24 O3 1.364(4) . ? C24 C25 1.483(6) . ? C25 C30 1.379(6) . ? C25 C26 1.391(6) . ? C26 C27 1.380(6) . ? C26 H26 0.9500 . ? C27 C28 1.354(7) . ? C27 H27 0.9500 . ? C28 C29 1.359(8) . ? C28 H28 0.9500 . ? C29 C30 1.427(7) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.503(7) . ? C31 P1 1.817(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.541(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.566(9) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.514(7) . ? C35 P1 1.792(4) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37' 1.385(16) . ? C36 C37 1.666(11) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37' C38' 1.28(2) . ? C37' H37A 0.9900 . ? C37' H37B 0.9900 . ? C38' H38A 0.9800 . ? C38' H38B 0.9800 . ? C38' H38C 0.9800 . ? C37 C38 1.385(17) . ? C37 H37C 0.9900 . ? C37 H37D 0.9900 . ? C38 H38D 0.9800 . ? C38 H38E 0.9800 . ? C38 H38F 0.9800 . ? C39 C40 1.530(6) . ? C39 P1 1.795(4) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.533(6) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.517(8) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ?