# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_requested_category FM _publ_contact_author_email mara@uniovi.es _publ_contact_author_name 'Miguel Ruiz' loop_ _publ_author_name M.Ruiz M.A.Alvarez M.E.Garcia M.F.Vega data_compound4R _database_code_depnum_ccdc_archive 'CCDC 825086' #TrackingRef '- structuresRevised107.cif' _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H45 O10 P W2, C H2 Cl2' _chemical_formula_sum 'C37 H47 Cl2 O10 P W2' _chemical_formula_weight 1121.32 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _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_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8445(4) _cell_length_b 9.9405(5) _cell_length_c 20.4221(9) _cell_angle_alpha 76.143(3) _cell_angle_beta 84.799(3) _cell_angle_gamma 76.694(3) _cell_volume 1886.90(15) _cell_formula_units_Z 2 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 2048 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 21.27 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.974 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1092 _exptl_special_details ; Twinning was found to occur in the crystal. The experimental data were treated as two domain twinned data, the second domain being rotated from first domain by 6.1 degrees about reciprocal axis 0.174 0.552 1.000 and real axis 0.083 1.000 0.409. Because of twinning, the diffraction data are of relatively poor quality ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.333 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER Sadabs' _exptl_absorpt_correction_T_min 0.576747 _exptl_absorpt_correction_T_max 0.745494 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'BRUKER APPEX-II CCD' _diffrn_measurement_method 'omega/phi scans' _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.1597 _diffrn_reflns_av_unetI/netI 0.121 _diffrn_reflns_number 60960 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.03 _diffrn_reflns_theta_max 27.28 _diffrn_reflns_theta_full 27.28 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 8399 _reflns_number_gt 5341 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER APEX' _computing_cell_refinement 'BRUKER APEX' _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. During the refinement stages, a fully anisotropic model was attempted but the temperature factors of C(8), C(10), C(13) and C(21) became non-positive definite. Therefore, these atoms were refined anisotropically in combination with the instructions DELU and SIMU and a convenient convergence was obtained. ; _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^)+(0.0424P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 8399 _refine_ls_number_parameters 476 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.1085 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1151 _refine_ls_wR_factor_gt 0.1007 _refine_ls_goodness_of_fit_ref 1 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.62 _refine_diff_density_min -1.669 _refine_diff_density_rms 0.26 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' W W -0.849 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 W1 W 0.40102(4) 0.63796(4) 0.77764(2) 0.01553(12) Uani 1 1 d . . . W2 W 0.66352(4) 0.68307(4) 0.69397(2) 0.01677(12) Uani 1 1 d . . . P1 P 0.4181(3) 0.8049(3) 0.67015(13) 0.0153(6) Uani 1 1 d . . . O1 O 0.4824(7) 0.3716(7) 0.7148(3) 0.0236(17) Uani 1 1 d . . . O2 O 0.6621(7) 0.9370(8) 0.5717(4) 0.0297(19) Uani 1 1 d . . . O3 O 0.5974(8) 0.2838(7) 0.8743(3) 0.0264(18) Uani 1 1 d . . . O4 O 0.5348(8) 0.4070(7) 0.9550(3) 0.0276(18) Uani 1 1 d . . . O5 O 0.8625(8) 0.6410(8) 0.8986(4) 0.0286(18) Uani 1 1 d . . . O6 O 0.8285(8) 0.4218(8) 0.9109(4) 0.0318(19) Uani 1 1 d . . . O7 O 0.4160(7) 0.8233(7) 0.8186(3) 0.0181(15) Uani 1 1 d . . . O8 O 0.5640(7) 0.9373(7) 0.8474(3) 0.0207(16) Uani 1 1 d . . . O9 O 0.6599(8) 1.0417(8) 0.7176(3) 0.0266(18) Uani 1 1 d . . . O10 O 0.8858(7) 0.9635(7) 0.6866(3) 0.0216(16) Uani 1 1 d . . . C1 C 0.4638(10) 0.4737(11) 0.7344(5) 0.017(2) Uani 1 1 d . . . C2 C 0.6505(11) 0.8479(12) 0.6196(6) 0.024(3) Uani 1 1 d . . . C3 C 0.5719(10) 0.5359(10) 0.8449(5) 0.015(2) Uani 1 1 d . . . C4 C 0.5725(11) 0.3959(11) 0.8914(5) 0.022(2) Uani 1 1 d . . . C5 C 0.5372(14) 0.2733(11) 1.0030(5) 0.041(3) Uani 1 1 d . . . H5A H 0.4706 0.2271 0.991 0.062 Uiso 1 1 calc R . . H5B H 0.5136 0.2904 1.0474 0.062 Uiso 1 1 calc R . . H5C H 0.6289 0.2138 1.0025 0.062 Uiso 1 1 calc R . . C6 C 0.6750(9) 0.6059(11) 0.8420(5) 0.015(2) Uani 1 1 d . . . C7 C 0.7967(10) 0.5609(11) 0.8868(5) 0.017(2) Uani 1 1 d . . . C8 C 0.9451(11) 0.3692(12) 0.9553(5) 0.028(3) Uani 1 1 d . . . H8A H 1.0278 0.3934 0.9314 0.042 Uiso 1 1 calc R . . H8B H 0.9591 0.2679 0.9701 0.042 Uiso 1 1 calc R . . H8C H 0.9255 0.4113 0.9937 0.042 Uiso 1 1 calc R . . C9 C 0.6560(11) 0.7460(10) 0.7925(5) 0.018(2) Uani 1 1 d . . . C10 C 0.5370(11) 0.8415(11) 0.8169(4) 0.019(2) Uani 1 1 d . . . C11 C 0.4437(11) 1.0353(11) 0.8688(5) 0.023(2) Uani 1 1 d . . . H11A H 0.3861 1.0826 0.831 0.034 Uiso 1 1 calc R . . H11B H 0.4751 1.1042 0.8861 0.034 Uiso 1 1 calc R . . H11C H 0.3907 0.9836 0.9036 0.034 Uiso 1 1 calc R . . C12 C 0.7716(11) 0.7925(11) 0.7522(5) 0.019(2) Uani 1 1 d U . . C13 C 0.7607(11) 0.9434(12) 0.7190(5) 0.018(2) Uani 1 1 d U . . C14 C 0.8768(13) 1.1111(12) 0.6485(6) 0.038(3) Uani 1 1 d . . . H14A H 0.7919 1.1436 0.6243 0.057 Uiso 1 1 calc R . . H14B H 0.9553 1.1155 0.6171 0.057 Uiso 1 1 calc R . . H14C H 0.8775 1.1705 0.6792 0.057 Uiso 1 1 calc R . . C15 C 0.1883(9) 0.7117(11) 0.8424(5) 0.018(2) Uani 1 1 d . . . H15 H 0.1672 0.7908 0.8612 0.021 Uiso 1 1 calc R . . C16 C 0.2603(9) 0.5755(11) 0.8747(5) 0.020(2) Uani 1 1 d . . . H16 H 0.2983 0.5506 0.9171 0.024 Uiso 1 1 calc R . . C17 C 0.2643(10) 0.4823(11) 0.8304(5) 0.024(3) Uani 1 1 d . . . H17 H 0.3011 0.3851 0.8392 0.029 Uiso 1 1 calc R . . C18 C 0.1987(10) 0.5715(11) 0.7683(6) 0.024(3) Uani 1 1 d . . . H18 H 0.1889 0.5415 0.7295 0.029 Uiso 1 1 calc R . . C19 C 0.1534(11) 0.7099(11) 0.7780(5) 0.023(2) Uani 1 1 d . . . H19 H 0.1077 0.7876 0.7466 0.028 Uiso 1 1 calc R . . C20 C 0.7214(10) 0.4786(11) 0.6480(5) 0.0190(19) Uani 1 1 d U . . H20 H 0.6504 0.4523 0.6302 0.023 Uiso 1 1 calc R . . C21 C 0.8045(10) 0.5719(11) 0.6120(5) 0.0203(17) Uani 1 1 d U . . H21 H 0.803 0.6126 0.566 0.024 Uiso 1 1 calc R . . C22 C 0.8902(10) 0.5917(12) 0.6587(5) 0.0234(19) Uani 1 1 d U . . H22 H 0.9508 0.6538 0.6497 0.028 Uiso 1 1 calc R . . C23 C 0.8686(10) 0.5014(11) 0.7216(5) 0.024(2) Uani 1 1 d . . . H23 H 0.9165 0.4905 0.7604 0.029 Uiso 1 1 calc R . . C24 C 0.7640(11) 0.4307(12) 0.7167(5) 0.024(2) Uani 1 1 d . . . H24 H 0.7291 0.3658 0.7509 0.029 Uiso 1 1 calc R . . C25 C 0.3631(10) 1.0004(10) 0.6675(4) 0.015(2) Uani 1 1 d . . . H25 H 0.4388 1.0244 0.6874 0.018 Uiso 1 1 calc R . . C26 C 0.2297(10) 1.0462(10) 0.7095(5) 0.019(2) Uani 1 1 d . . . H26A H 0.1501 1.0291 0.6905 0.023 Uiso 1 1 calc R . . H26B H 0.2383 0.9897 0.7554 0.023 Uiso 1 1 calc R . . C27 C 0.2051(10) 1.2041(10) 0.7103(5) 0.020(2) Uani 1 1 d . . . H27A H 0.1191 1.2305 0.7358 0.024 Uiso 1 1 calc R . . H27B H 0.2809 1.2192 0.7329 0.024 Uiso 1 1 calc R . . C28 C 0.1959(10) 1.2986(11) 0.6399(5) 0.024(2) Uani 1 1 d . . . H28A H 0.1862 1.3965 0.6425 0.028 Uiso 1 1 calc R . . H28B H 0.1142 1.2918 0.6187 0.028 Uiso 1 1 calc R . . C29 C 0.3266(11) 1.2539(11) 0.5976(5) 0.025(3) Uani 1 1 d . . . H29A H 0.4072 1.2682 0.6169 0.03 Uiso 1 1 calc R . . H29B H 0.318 1.3128 0.5522 0.03 Uiso 1 1 calc R . . C30 C 0.3484(11) 1.0980(11) 0.5947(5) 0.023(2) Uani 1 1 d . . . H30A H 0.4319 1.0721 0.5675 0.027 Uiso 1 1 calc R . . H30B H 0.2696 1.0843 0.5737 0.027 Uiso 1 1 calc R . . C31 C 0.3416(10) 0.7904(10) 0.5926(5) 0.016(2) Uani 1 1 d . . . H31 H 0.3641 0.8671 0.5562 0.02 Uiso 1 1 calc R . . C32 C 0.4021(10) 0.6522(11) 0.5698(5) 0.022(2) Uani 1 1 d . . . H32A H 0.5024 0.6416 0.5624 0.027 Uiso 1 1 calc R . . H32B H 0.3852 0.5728 0.6053 0.027 Uiso 1 1 calc R . . C33 C 0.3384(9) 0.6483(11) 0.5052(5) 0.017(2) Uani 1 1 d . . . H33A H 0.3741 0.5561 0.4948 0.02 Uiso 1 1 calc R . . H33B H 0.3665 0.7192 0.4682 0.02 Uiso 1 1 calc R . . C34 C 0.1792(11) 0.6763(11) 0.5113(5) 0.022(2) Uani 1 1 d . . . H34A H 0.1426 0.6826 0.4679 0.027 Uiso 1 1 calc R . . H34B H 0.1509 0.5975 0.5433 0.027 Uiso 1 1 calc R . . C35 C 0.1180(10) 0.8123(10) 0.5345(4) 0.014(2) Uani 1 1 d . . . H35A H 0.0181 0.8211 0.5427 0.017 Uiso 1 1 calc R . . H35B H 0.133 0.8926 0.4991 0.017 Uiso 1 1 calc R . . C36 C 0.1837(10) 0.8153(11) 0.5985(5) 0.023(2) Uani 1 1 d . . . H36A H 0.1467 0.9066 0.6096 0.027 Uiso 1 1 calc R . . H36B H 0.1572 0.743 0.6353 0.027 Uiso 1 1 calc R . . C90 C 0.8385(12) -0.0060(13) 0.8833(5) 0.034(3) Uani 1 1 d . . . H90A H 0.8498 -0.0934 0.8681 0.041 Uiso 1 1 calc R . . H90B H 0.7569 0.0596 0.8623 0.041 Uiso 1 1 calc R . . Cl1 Cl 0.9833(4) 0.0652(4) 0.8570(2) 0.0697(13) Uani 1 1 d . . . Cl2 Cl 0.8096(4) -0.0418(4) 0.97101(17) 0.0689(13) Uani 1 1 d . . . H12 H 0.873(16) 0.731(16) 0.761(7) 0.103 Uiso 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 W1 0.0146(2) 0.0151(2) 0.0173(2) -0.00335(18) -0.00152(18) -0.00408(18) W2 0.0139(2) 0.0185(3) 0.0185(2) -0.00559(19) -0.00192(18) -0.00261(19) P1 0.0143(13) 0.0140(14) 0.0174(14) -0.0048(11) -0.0019(11) -0.0008(11) O1 0.026(4) 0.012(4) 0.034(4) -0.005(3) -0.009(3) -0.004(3) O2 0.028(5) 0.032(5) 0.025(4) 0.008(4) 0.007(3) -0.015(4) O3 0.047(5) 0.013(4) 0.022(4) -0.003(3) -0.007(4) -0.010(4) O4 0.046(5) 0.021(4) 0.020(4) -0.011(3) 0.002(4) -0.009(4) O5 0.032(5) 0.022(4) 0.032(4) -0.001(4) -0.014(4) -0.008(4) O6 0.024(4) 0.027(5) 0.044(5) -0.004(4) -0.022(4) -0.001(4) O7 0.016(4) 0.008(4) 0.027(4) -0.002(3) -0.003(3) 0.004(3) O8 0.020(4) 0.021(4) 0.028(4) -0.011(3) -0.001(3) -0.011(3) O9 0.032(5) 0.023(4) 0.025(4) -0.002(3) -0.008(3) -0.007(4) O10 0.026(4) 0.020(4) 0.021(4) -0.002(3) 0.001(3) -0.012(3) C1 0.022(6) 0.022(6) 0.008(5) -0.002(4) -0.002(4) -0.007(5) C2 0.018(6) 0.030(7) 0.036(7) -0.022(6) 0.004(5) -0.012(5) C3 0.019(5) 0.011(5) 0.013(5) 0.002(4) -0.002(4) -0.002(4) C4 0.028(6) 0.022(6) 0.016(6) -0.004(5) -0.007(5) 0.000(5) C5 0.083(11) 0.011(6) 0.025(7) 0.005(5) 0.001(7) -0.012(6) C6 0.007(5) 0.020(6) 0.020(5) -0.007(4) -0.002(4) -0.004(4) C7 0.011(5) 0.017(6) 0.023(6) 0.000(5) -0.006(4) -0.004(4) C8 0.023(6) 0.028(7) 0.032(7) 0.001(5) -0.017(5) -0.003(5) C9 0.024(6) 0.007(5) 0.023(6) -0.003(4) 0.002(5) -0.003(4) C10 0.038(7) 0.016(6) 0.007(5) -0.005(4) -0.001(4) -0.014(5) C11 0.030(6) 0.018(6) 0.022(6) -0.004(5) -0.006(5) -0.005(5) C12 0.026(5) 0.028(5) 0.009(4) -0.007(4) -0.001(4) -0.012(4) C13 0.022(5) 0.030(5) 0.009(4) -0.006(4) -0.001(4) -0.019(4) C14 0.043(8) 0.024(7) 0.053(8) -0.008(6) -0.003(6) -0.020(6) C15 0.008(5) 0.025(6) 0.019(6) -0.005(5) 0.006(4) -0.004(4) C16 0.006(5) 0.022(6) 0.032(6) -0.012(5) -0.004(4) 0.004(4) C17 0.014(5) 0.015(6) 0.043(7) -0.002(5) 0.003(5) -0.010(4) C18 0.005(5) 0.027(6) 0.041(7) -0.009(5) 0.002(5) -0.004(4) C19 0.027(6) 0.014(6) 0.031(6) -0.004(5) -0.005(5) -0.010(5) C20 0.015(4) 0.022(5) 0.018(4) -0.011(4) -0.001(3) 0.006(3) C21 0.013(4) 0.027(4) 0.018(4) -0.012(3) 0.004(3) 0.006(3) C22 0.011(4) 0.032(5) 0.024(4) -0.008(4) 0.002(3) 0.003(3) C23 0.013(5) 0.022(6) 0.037(7) -0.012(5) -0.010(5) 0.007(4) C24 0.020(6) 0.029(7) 0.026(6) -0.015(5) -0.004(5) 0.000(5) C25 0.012(5) 0.018(6) 0.013(5) -0.004(4) -0.001(4) 0.002(4) C26 0.011(5) 0.018(6) 0.029(6) -0.010(5) -0.003(4) 0.003(4) C27 0.017(5) 0.019(6) 0.023(6) -0.005(5) 0.006(4) -0.003(4) C28 0.019(6) 0.014(6) 0.035(7) -0.003(5) 0.004(5) -0.003(5) C29 0.032(7) 0.015(6) 0.028(6) -0.005(5) -0.007(5) -0.005(5) C30 0.025(6) 0.020(6) 0.022(6) -0.004(5) -0.006(5) -0.002(5) C31 0.017(5) 0.010(5) 0.020(5) -0.001(4) 0.006(4) -0.005(4) C32 0.009(5) 0.025(6) 0.029(6) 0.000(5) 0.004(4) -0.006(4) C33 0.014(5) 0.020(6) 0.016(5) -0.007(4) -0.002(4) 0.001(4) C34 0.028(6) 0.023(6) 0.017(5) 0.004(5) -0.014(5) -0.013(5) C35 0.016(5) 0.012(5) 0.014(5) 0.004(4) -0.001(4) -0.007(4) C36 0.024(6) 0.024(6) 0.030(6) -0.021(5) 0.001(5) -0.012(5) C90 0.040(8) 0.032(7) 0.030(7) -0.004(6) 0.001(6) -0.011(6) Cl1 0.039(2) 0.052(2) 0.125(4) -0.038(2) 0.033(2) -0.0193(19) Cl2 0.086(3) 0.058(3) 0.036(2) -0.0039(18) 0.0027(19) 0.030(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 W1 C1 1.989(11) . ? W1 C3 2.171(9) . ? W1 O7 2.236(7) . ? W1 C18 2.275(9) . ? W1 C17 2.294(9) . ? W1 C16 2.354(10) . ? W1 C19 2.377(11) . ? W1 P1 2.433(3) . ? W1 C15 2.435(9) . ? W1 W2 3.0273(6) . ? W2 C2 1.938(12) . ? W2 C9 2.236(10) . ? W2 C12 2.261(10) . ? W2 C22 2.326(10) . ? W2 C20 2.370(10) . ? W2 C23 2.387(10) . ? W2 C21 2.389(9) . ? W2 C24 2.423(11) . ? W2 P1 2.474(3) . ? P1 C31 1.863(10) . ? P1 C25 1.882(10) . ? O1 C1 1.148(12) . ? O2 C2 1.168(12) . ? O3 C4 1.211(12) . ? O4 C4 1.340(11) . ? O4 C5 1.447(11) . ? O5 C7 1.211(11) . ? O6 C7 1.325(12) . ? O6 C8 1.447(11) . ? O7 C10 1.242(11) . ? O8 C10 1.339(11) . ? O8 C11 1.457(12) . ? O9 C13 1.219(13) . ? O10 C13 1.378(11) . ? O10 C14 1.474(12) . ? C3 C6 1.346(12) . ? C3 C4 1.485(13) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 C7 1.493(13) . ? C6 C9 1.495(13) . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C9 C12 1.442(13) . ? C9 C10 1.460(14) . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 C13 1.474(14) . ? C12 H12 1.05(15) . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 C19 1.395(13) . ? C15 C16 1.408(13) . ? C15 H15 0.93 . ? C16 C17 1.434(14) . ? C16 H16 0.93 . ? C17 C18 1.469(14) . ? C17 H17 0.93 . ? C18 C19 1.400(14) . ? C18 H18 0.93 . ? C19 H19 0.93 . ? C20 C21 1.409(13) . ? C20 C24 1.437(13) . ? C20 H20 0.93 . ? C21 C22 1.404(14) . ? C21 H21 0.93 . ? C22 C23 1.409(14) . ? C22 H22 0.93 . ? C23 C24 1.396(14) . ? C23 H23 0.93 . ? C24 H24 0.93 . ? C25 C26 1.541(12) . ? C25 C30 1.566(12) . ? C25 H25 0.98 . ? C26 C27 1.536(13) . ? C26 H26A 0.97 . ? C26 H26B 0.97 . ? C27 C28 1.514(13) . ? C27 H27A 0.97 . ? C27 H27B 0.97 . ? C28 C29 1.523(14) . ? C28 H28A 0.97 . ? C28 H28B 0.97 . ? C29 C30 1.530(14) . ? C29 H29A 0.97 . ? C29 H29B 0.97 . ? C30 H30A 0.97 . ? C30 H30B 0.97 . ? C31 C36 1.515(13) . ? C31 C32 1.530(14) . ? C31 H31 0.98 . ? C32 C33 1.523(13) . ? C32 H32A 0.97 . ? C32 H32B 0.97 . ? C33 C34 1.527(13) . ? C33 H33A 0.97 . ? C33 H33B 0.97 . ? C34 C35 1.514(14) . ? C34 H34A 0.97 . ? C34 H34B 0.97 . ? C35 C36 1.518(13) . ? C35 H35A 0.97 . ? C35 H35B 0.97 . ? C36 H36A 0.97 . ? C36 H36B 0.97 . ? C90 Cl1 1.722(11) . ? C90 Cl2 1.751(11) . ? C90 H90A 0.97 . ? C90 H90B 0.97 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 W1 C3 85.7(4) . . ? C1 W1 O7 158.3(3) . . ? C3 W1 O7 81.0(3) . . ? C1 W1 C18 76.8(4) . . ? C3 W1 C18 130.1(4) . . ? O7 W1 C18 124.9(3) . . ? C1 W1 C17 76.0(4) . . ? C3 W1 C17 93.2(4) . . ? O7 W1 C17 121.7(3) . . ? C18 W1 C17 37.5(4) . . ? C1 W1 C16 109.8(4) . . ? C3 W1 C16 83.9(3) . . ? O7 W1 C16 86.0(3) . . ? C18 W1 C16 60.1(4) . . ? C17 W1 C16 35.9(3) . . ? C1 W1 C19 110.0(4) . . ? C3 W1 C19 141.5(4) . . ? O7 W1 C19 90.9(3) . . ? C18 W1 C19 35.0(3) . . ? C17 W1 C19 59.4(4) . . ? C16 W1 C19 58.0(3) . . ? C1 W1 P1 91.4(3) . . ? C3 W1 P1 125.2(2) . . ? O7 W1 P1 82.37(17) . . ? C18 W1 P1 101.8(3) . . ? C17 W1 P1 138.9(3) . . ? C16 W1 P1 146.0(3) . . ? C19 W1 P1 90.3(3) . . ? C1 W1 C15 131.3(4) . . ? C3 W1 C15 110.1(3) . . ? O7 W1 C15 69.9(3) . . ? C18 W1 C15 57.6(4) . . ? C17 W1 C15 58.0(4) . . ? C16 W1 C15 34.2(3) . . ? C19 W1 C15 33.7(3) . . ? P1 W1 C15 112.2(2) . . ? C1 W1 W2 73.2(3) . . ? C3 W1 W2 74.7(2) . . ? O7 W1 W2 86.63(16) . . ? C18 W1 W2 139.0(3) . . ? C17 W1 W2 147.6(3) . . ? C16 W1 W2 158.1(2) . . ? C19 W1 W2 142.8(2) . . ? P1 W1 W2 52.53(6) . . ? C15 W1 W2 154.4(2) . . ? C2 W2 C9 110.5(4) . . ? C2 W2 C12 88.4(4) . . ? C9 W2 C12 37.4(3) . . ? C2 W2 C22 90.8(4) . . ? C9 W2 C22 112.3(4) . . ? C12 W2 C22 83.5(4) . . ? C2 W2 C20 107.8(4) . . ? C9 W2 C20 140.6(3) . . ? C12 W2 C20 137.1(4) . . ? C22 W2 C20 57.6(4) . . ? C2 W2 C23 125.2(4) . . ? C9 W2 C23 92.6(4) . . ? C12 W2 C23 81.2(4) . . ? C22 W2 C23 34.8(3) . . ? C20 W2 C23 56.8(4) . . ? C2 W2 C21 81.5(4) . . ? C9 W2 C21 146.6(4) . . ? C12 W2 C21 116.4(4) . . ? C22 W2 C21 34.6(3) . . ? C20 W2 C21 34.4(3) . . ? C23 W2 C21 57.0(3) . . ? C2 W2 C24 139.0(4) . . ? C9 W2 C24 105.9(3) . . ? C12 W2 C24 110.7(4) . . ? C22 W2 C24 57.6(4) . . ? C20 W2 C24 34.9(3) . . ? C23 W2 C24 33.7(3) . . ? C21 W2 C24 57.6(3) . . ? C2 W2 P1 68.0(3) . . ? C9 W2 P1 93.5(3) . . ? C12 W2 P1 113.5(3) . . ? C22 W2 P1 151.5(3) . . ? C20 W2 P1 109.4(3) . . ? C23 W2 P1 161.8(3) . . ? C21 W2 P1 119.7(2) . . ? C24 W2 P1 128.1(2) . . ? C2 W2 W1 118.4(3) . . ? C9 W2 W1 67.9(3) . . ? C12 W2 W1 104.9(2) . . ? C22 W2 W1 149.4(3) . . ? C20 W2 W1 101.6(2) . . ? C23 W2 W1 116.3(2) . . ? C21 W2 W1 134.9(2) . . ? C24 W2 W1 92.2(2) . . ? P1 W2 W1 51.29(6) . . ? C31 P1 C25 102.5(4) . . ? C31 P1 W1 121.8(3) . . ? C25 P1 W1 118.5(3) . . ? C31 P1 W2 118.8(3) . . ? C25 P1 W2 118.9(3) . . ? W1 P1 W2 76.18(8) . . ? C4 O4 C5 114.8(8) . . ? C7 O6 C8 116.0(8) . . ? C10 O7 W1 113.4(6) . . ? C10 O8 C11 116.6(8) . . ? C13 O10 C14 112.0(8) . . ? O1 C1 W1 169.3(8) . . ? O2 C2 W2 169.8(9) . . ? C6 C3 C4 122.7(9) . . ? C6 C3 W1 116.7(7) . . ? C4 C3 W1 120.6(7) . . ? O3 C4 O4 122.8(9) . . ? O3 C4 C3 124.7(9) . . ? O4 C4 C3 112.4(9) . . ? O4 C5 H5A 109.5 . . ? O4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 C7 125.8(9) . . ? C3 C6 C9 115.1(8) . . ? C7 C6 C9 119.0(8) . . ? O5 C7 O6 123.2(9) . . ? O5 C7 C6 124.4(9) . . ? O6 C7 C6 112.4(8) . . ? O6 C8 H8A 109.5 . . ? O6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C12 C9 C10 123.9(9) . . ? C12 C9 C6 121.7(9) . . ? C10 C9 C6 107.5(8) . . ? C12 C9 W2 72.2(5) . . ? C10 C9 W2 123.8(7) . . ? C6 C9 W2 102.2(6) . . ? O7 C10 O8 119.8(9) . . ? O7 C10 C9 121.8(9) . . ? O8 C10 C9 117.6(9) . . ? O8 C11 H11A 109.5 . . ? O8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 C13 120.5(9) . . ? C9 C12 W2 70.4(6) . . ? C13 C12 W2 111.5(6) . . ? C9 C12 H12 119(8) . . ? C13 C12 H12 117(8) . . ? W2 C12 H12 107(9) . . ? O9 C13 O10 121.4(9) . . ? O9 C13 C12 128.5(9) . . ? O10 C13 C12 110.1(9) . . ? O10 C14 H14A 109.5 . . ? O10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C19 C15 C16 109.7(10) . . ? C19 C15 W1 70.9(6) . . ? C16 C15 W1 69.8(6) . . ? C19 C15 H15 125.1 . . ? C16 C15 H15 125.1 . . ? W1 C15 H15 125.8 . . ? C15 C16 C17 107.7(9) . . ? C15 C16 W1 76.1(6) . . ? C17 C16 W1 69.8(5) . . ? C15 C16 H16 126.2 . . ? C17 C16 H16 126.2 . . ? W1 C16 H16 119.8 . . ? C16 C17 C18 106.1(9) . . ? C16 C17 W1 74.3(5) . . ? C18 C17 W1 70.6(5) . . ? C16 C17 H17 126.9 . . ? C18 C17 H17 126.9 . . ? W1 C17 H17 120.1 . . ? C19 C18 C17 107.7(10) . . ? C19 C18 W1 76.5(6) . . ? C17 C18 W1 71.9(5) . . ? C19 C18 H18 126.2 . . ? C17 C18 H18 126.2 . . ? W1 C18 H18 117.4 . . ? C15 C19 C18 108.7(10) . . ? C15 C19 W1 75.4(6) . . ? C18 C19 W1 68.6(6) . . ? C15 C19 H19 125.6 . . ? C18 C19 H19 125.6 . . ? W1 C19 H19 122 . . ? C21 C20 C24 109.0(9) . . ? C21 C20 W2 73.5(6) . . ? C24 C20 W2 74.6(6) . . ? C21 C20 H20 125.5 . . ? C24 C20 H20 125.5 . . ? W2 C20 H20 118.2 . . ? C22 C21 C20 107.0(9) . . ? C22 C21 W2 70.2(6) . . ? C20 C21 W2 72.0(5) . . ? C22 C21 H21 126.5 . . ? C20 C21 H21 126.5 . . ? W2 C21 H21 122.9 . . ? C21 C22 C23 108.2(9) . . ? C21 C22 W2 75.1(6) . . ? C23 C22 W2 74.9(6) . . ? C21 C22 H22 125.9 . . ? C23 C22 H22 125.9 . . ? W2 C22 H22 116.1 . . ? C24 C23 C22 109.5(10) . . ? C24 C23 W2 74.6(6) . . ? C22 C23 W2 70.3(6) . . ? C24 C23 H23 125.2 . . ? C22 C23 H23 125.2 . . ? W2 C23 H23 121.5 . . ? C23 C24 C20 105.9(9) . . ? C23 C24 W2 71.7(6) . . ? C20 C24 W2 70.5(6) . . ? C23 C24 H24 127 . . ? C20 C24 H24 127 . . ? W2 C24 H24 122.5 . . ? C26 C25 C30 108.0(8) . . ? C26 C25 P1 115.8(6) . . ? C30 C25 P1 114.6(6) . . ? C26 C25 H25 105.8 . . ? C30 C25 H25 105.8 . . ? P1 C25 H25 105.8 . . ? C27 C26 C25 111.1(8) . . ? C27 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? C27 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108 . . ? C28 C27 C26 112.3(8) . . ? C28 C27 H27A 109.1 . . ? C26 C27 H27A 109.1 . . ? C28 C27 H27B 109.1 . . ? C26 C27 H27B 109.1 . . ? H27A C27 H27B 107.9 . . ? C27 C28 C29 110.1(8) . . ? C27 C28 H28A 109.6 . . ? C29 C28 H28A 109.6 . . ? C27 C28 H28B 109.6 . . ? C29 C28 H28B 109.6 . . ? H28A C28 H28B 108.1 . . ? C28 C29 C30 111.1(8) . . ? C28 C29 H29A 109.4 . . ? C30 C29 H29A 109.4 . . ? C28 C29 H29B 109.4 . . ? C30 C29 H29B 109.4 . . ? H29A C29 H29B 108 . . ? C29 C30 C25 110.5(8) . . ? C29 C30 H30A 109.6 . . ? C25 C30 H30A 109.6 . . ? C29 C30 H30B 109.6 . . ? C25 C30 H30B 109.6 . . ? H30A C30 H30B 108.1 . . ? C36 C31 C32 109.9(8) . . ? C36 C31 P1 112.3(7) . . ? C32 C31 P1 114.7(7) . . ? C36 C31 H31 106.4 . . ? C32 C31 H31 106.4 . . ? P1 C31 H31 106.4 . . ? C33 C32 C31 112.2(8) . . ? C33 C32 H32A 109.2 . . ? C31 C32 H32A 109.2 . . ? C33 C32 H32B 109.2 . . ? C31 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C32 C33 C34 112.0(8) . . ? C32 C33 H33A 109.2 . . ? C34 C33 H33A 109.2 . . ? C32 C33 H33B 109.2 . . ? C34 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C35 C34 C33 111.6(8) . . ? C35 C34 H34A 109.3 . . ? C33 C34 H34A 109.3 . . ? C35 C34 H34B 109.3 . . ? C33 C34 H34B 109.3 . . ? H34A C34 H34B 108 . . ? C34 C35 C36 111.6(8) . . ? C34 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? C34 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 108 . . ? C31 C36 C35 113.4(8) . . ? C31 C36 H36A 108.9 . . ? C35 C36 H36A 108.9 . . ? C31 C36 H36B 108.9 . . ? C35 C36 H36B 108.9 . . ? H36A C36 H36B 107.7 . . ? Cl1 C90 Cl2 113.2(7) . . ? Cl1 C90 H90A 108.9 . . ? Cl2 C90 H90A 108.9 . . ? Cl1 C90 H90B 108.9 . . ? Cl2 C90 H90B 108.9 . . ? H90A C90 H90B 107.8 . . ? #===END data_compound6R _database_code_depnum_ccdc_archive 'CCDC 825087' #TrackingRef '- structuresRevised107.cif' _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C41 H51 N2 O P W2' _chemical_formula_sum 'C41 H51 N2 O P W2' _chemical_formula_weight 986.51 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _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_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.806(3) _cell_length_b 11.238(3) _cell_length_c 16.928(6) _cell_angle_alpha 99.745(18) _cell_angle_beta 105.113(18) _cell_angle_gamma 105.295(13) _cell_volume 1850.8(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 1313 _cell_measurement_theta_min 2.332 _cell_measurement_theta_max 16.893 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.06 _exptl_crystal_density_diffrn 1.77 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_special_details ; Twinning was found to occur in the crystal, but it was not possible to find the twin law. Because of this, the diffraction data are of poor quality. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.287 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER Sadabs' _exptl_absorpt_correction_T_min 0.475 _exptl_absorpt_correction_T_max 0.686 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'BRUKER APPEX-II CCD' _diffrn_measurement_method 'omega/phi scans' _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.1572 _diffrn_reflns_av_unetI/netI 0.1545 _diffrn_reflns_number 21272 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 21.96 _diffrn_reflns_theta_full 21.96 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 4486 _reflns_number_gt 2593 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER APEX' _computing_cell_refinement 'BRUKER APEX' _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. During the refinement stages, a fully anisotropic model was attempted but due to poor quality of the diffraction data, not all of the positional parameters and the anisotropic temperature factors of all the non-H atoms could be refined anisotropically as usual. So an important number of atoms had to be refined anisotropically in combination with the instructions DELU and SIMU, and yet 7 carbon atoms had to be eventually refined isotropically to prevent their temperature factors from becoming non-positive definite. All hydrogen atoms were geometrically placed and refined using a riding model except for H(1), which was located in the Fourier map and was refined isotropically, also riding on its parent atom. Nevertheless, a restraint of the N-H distance to 0.8 was necessary for a convenient convergence. ; _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^)+(0.0931P)^2^+16.0575P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4486 _refine_ls_number_parameters 397 _refine_ls_number_restraints 108 _refine_ls_R_factor_all 0.1451 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.2032 _refine_ls_wR_factor_gt 0.1594 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.209 _refine_diff_density_min -2.22 _refine_diff_density_rms 0.287 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' W W -0.849 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 W1 W 0.47518(11) 0.55418(10) 0.23169(5) 0.0315(4) Uani 1 1 d . . . W2 W 0.65214(11) 0.75176(10) 0.35766(5) 0.0308(4) Uani 1 1 d . . . P1 P 0.4166(7) 0.7146(6) 0.3133(3) 0.0263(16) Uani 1 1 d . . . N1 N 0.788(2) 0.597(2) 0.2654(12) 0.035(6) Uani 1 1 d D . . N2 N 0.710(2) 0.9456(19) 0.2451(13) 0.043(6) Uani 1 1 d . . . O1 O 0.4717(19) 0.4152(17) 0.3756(9) 0.045(5) Uani 1 1 d . . . C1 C 0.482(3) 0.479(3) 0.3265(16) 0.042(7) Uiso 1 1 d . . . C2 C 0.674(3) 0.608(2) 0.2746(14) 0.030(6) Uiso 1 1 d . . . C3 C 0.688(2) 0.867(2) 0.2865(14) 0.027(6) Uiso 1 1 d . . . C4 C 0.802(3) 0.500(3) 0.2023(14) 0.037(5) Uani 1 1 d U . . C5 C 0.853(3) 0.542(2) 0.1385(15) 0.040(7) Uani 1 1 d . . . C6 C 0.875(3) 0.453(3) 0.0816(15) 0.041(7) Uani 1 1 d . . . H6 H 0.9179 0.4796 0.0436 0.049 Uiso 1 1 calc R . . C7 C 0.835(3) 0.325(3) 0.0800(17) 0.046(7) Uiso 1 1 d . . . H7 H 0.8467 0.267 0.0387 0.055 Uiso 1 1 calc R . . C8 C 0.778(3) 0.280(2) 0.1379(14) 0.043(8) Uani 1 1 d . . . H8 H 0.7472 0.1929 0.1345 0.051 Uiso 1 1 calc R . . C9 C 0.766(3) 0.375(2) 0.2057(14) 0.037(5) Uani 1 1 d U . . C10 C 0.892(3) 0.678(3) 0.1380(15) 0.053(9) Uani 1 1 d . . . H10A H 0.9669 0.7263 0.188 0.08 Uiso 1 1 calc R . . H10B H 0.8167 0.7083 0.1369 0.08 Uiso 1 1 calc R . . H10C H 0.9181 0.6873 0.0888 0.08 Uiso 1 1 calc R . . C11 C 0.715(3) 0.326(2) 0.2724(15) 0.042(7) Uani 1 1 d . . . H11A H 0.7756 0.3752 0.3275 0.063 Uiso 1 1 calc R . . H11B H 0.7101 0.238 0.2661 0.063 Uiso 1 1 calc R . . H11C H 0.6264 0.3326 0.2661 0.063 Uiso 1 1 calc R . . C12 C 0.797(3) 0.983(3) 0.1974(15) 0.040(7) Uani 1 1 d . . . C13 C 0.746(3) 0.934(3) 0.1094(15) 0.048(4) Uani 1 1 d U . . C14 C 0.827(3) 0.970(3) 0.0628(16) 0.049(5) Uani 1 1 d U . . H14 H 0.7938 0.9404 0.0042 0.059 Uiso 1 1 calc R . . C15 C 0.958(3) 1.051(3) 0.1018(14) 0.048(5) Uani 1 1 d U . . H15 H 1.0139 1.0722 0.0692 0.058 Uiso 1 1 calc R . . C16 C 1.010(3) 1.101(3) 0.1909(16) 0.059(9) Uani 1 1 d . . . H16 H 1.0972 1.1586 0.216 0.07 Uiso 1 1 calc R . . C17 C 0.930(3) 1.066(3) 0.2403(15) 0.038(7) Uani 1 1 d . . . C18 C 0.607(3) 0.849(3) 0.0664(14) 0.050(5) Uani 1 1 d U . . H18A H 0.5961 0.8137 0.0083 0.074 Uiso 1 1 calc R . . H18B H 0.5457 0.8972 0.0687 0.074 Uiso 1 1 calc R . . H18C H 0.5873 0.7818 0.0938 0.074 Uiso 1 1 calc R . . C19 C 0.974(3) 1.114(3) 0.3325(13) 0.044(8) Uani 1 1 d . . . H19A H 1.0616 1.178 0.3515 0.066 Uiso 1 1 calc R . . H19B H 0.9792 1.0447 0.3583 0.066 Uiso 1 1 calc R . . H19C H 0.91 1.1499 0.348 0.066 Uiso 1 1 calc R . . C20 C 0.298(3) 0.370(2) 0.1472(15) 0.040(5) Uani 1 1 d U . . H20 H 0.245 0.3178 0.1712 0.048 Uiso 1 1 calc R . . C21 C 0.267(3) 0.473(2) 0.1184(15) 0.041(5) Uani 1 1 d U . . H21 H 0.1926 0.5 0.1203 0.049 Uiso 1 1 calc R . . C22 C 0.371(2) 0.528(2) 0.0860(12) 0.029(6) Uani 1 1 d . . . H22 H 0.3779 0.5985 0.0631 0.035 Uiso 1 1 calc R . . C23 C 0.460(3) 0.459(2) 0.0945(14) 0.032(6) Uiso 1 1 d . . . H23 H 0.5362 0.4752 0.077 0.038 Uiso 1 1 calc R . . C24 C 0.417(3) 0.356(3) 0.1355(14) 0.049(8) Uani 1 1 d . . . H24 H 0.4586 0.2961 0.1497 0.058 Uiso 1 1 calc R . . C25 C 0.814(2) 0.935(2) 0.4720(12) 0.028(3) Uani 1 1 d U . . H25 H 0.8378 1.0206 0.4704 0.034 Uiso 1 1 calc R . . C26 C 0.705(2) 0.868(2) 0.5018(13) 0.030(3) Uani 1 1 d U . . H26 H 0.6467 0.9039 0.5206 0.037 Uiso 1 1 calc R . . C27 C 0.703(3) 0.743(2) 0.4979(13) 0.033(3) Uani 1 1 d U . . H27 H 0.6416 0.6809 0.511 0.039 Uiso 1 1 calc R . . C28 C 0.813(2) 0.730(2) 0.4697(13) 0.032(3) Uani 1 1 d U . . H28 H 0.8421 0.6593 0.4665 0.038 Uiso 1 1 calc R . . C29 C 0.873(2) 0.846(2) 0.4468(13) 0.030(3) Uani 1 1 d U . . H29 H 0.9384 0.8578 0.4201 0.036 Uiso 1 1 calc R . . C30 C 0.321(3) 0.666(2) 0.3853(15) 0.036(6) Uiso 1 1 d . . . H30 H 0.3694 0.6175 0.4166 0.043 Uiso 1 1 calc R . . C31 C 0.321(3) 0.775(2) 0.4531(14) 0.039(5) Uani 1 1 d U . . H31A H 0.2708 0.8252 0.4264 0.047 Uiso 1 1 calc R . . H31B H 0.413 0.8297 0.4833 0.047 Uiso 1 1 calc R . . C32 C 0.255(3) 0.722(2) 0.5163(15) 0.039(5) Uani 1 1 d U . . H32A H 0.3068 0.6739 0.5444 0.047 Uiso 1 1 calc R . . H32B H 0.2576 0.7929 0.5591 0.047 Uiso 1 1 calc R . . C33 C 0.113(3) 0.640(3) 0.4719(15) 0.059(9) Uani 1 1 d . . . H33A H 0.0608 0.6881 0.4449 0.07 Uiso 1 1 calc R . . H33B H 0.073 0.6068 0.512 0.07 Uiso 1 1 calc R . . C34 C 0.114(3) 0.526(2) 0.4037(15) 0.043(7) Uiso 1 1 d . . . H34A H 0.1637 0.4768 0.4316 0.052 Uiso 1 1 calc R . . H34B H 0.0213 0.471 0.3743 0.052 Uiso 1 1 calc R . . C35 C 0.178(3) 0.574(2) 0.3392(15) 0.040(7) Uani 1 1 d . . . H35A H 0.181 0.5017 0.3 0.049 Uiso 1 1 calc R . . H35B H 0.1232 0.6162 0.3071 0.049 Uiso 1 1 calc R . . C37 C 0.338(3) 0.833(2) 0.2733(12) 0.035(7) Uani 1 1 d . . . H37 H 0.2488 0.8157 0.2814 0.041 Uiso 1 1 calc R . . C38 C 0.424(3) 0.967(2) 0.3238(13) 0.041(5) Uani 1 1 d U . . H38A H 0.5137 0.985 0.3181 0.049 Uiso 1 1 calc R . . H38B H 0.4338 0.9751 0.3832 0.049 Uiso 1 1 calc R . . C39 C 0.360(3) 1.067(2) 0.2932(13) 0.043(4) Uani 1 1 d U . . H39A H 0.2711 1.0513 0.2998 0.052 Uiso 1 1 calc R . . H39B H 0.4164 1.1523 0.3266 0.052 Uiso 1 1 calc R . . C40 C 0.349(3) 1.054(2) 0.1995(13) 0.042(4) Uani 1 1 d U . . H40A H 0.3105 1.1166 0.1794 0.05 Uiso 1 1 calc R . . H40B H 0.4383 1.0713 0.1938 0.05 Uiso 1 1 calc R . . C41 C 0.262(3) 0.924(2) 0.1469(13) 0.042(5) Uani 1 1 d U . . H41A H 0.2563 0.9193 0.0883 0.05 Uiso 1 1 calc R . . H41B H 0.171 0.909 0.1504 0.05 Uiso 1 1 calc R . . C42 C 0.316(3) 0.819(3) 0.1752(15) 0.048(8) Uani 1 1 d . . . H42A H 0.402 0.8269 0.1647 0.058 Uiso 1 1 calc R . . H42B H 0.2529 0.736 0.1427 0.058 Uiso 1 1 calc R . . H1 H 0.866(8) 0.62(2) 0.293(14) 0.05(9) 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 W1 0.0501(9) 0.0362(8) 0.0131(6) 0.0113(5) 0.0102(5) 0.0187(6) W2 0.0479(9) 0.0359(8) 0.0131(6) 0.0101(5) 0.0109(5) 0.0175(6) P1 0.039(5) 0.032(4) 0.015(3) 0.013(3) 0.009(3) 0.018(3) N1 0.033(16) 0.053(16) 0.015(11) 0.010(11) 0.000(11) 0.014(13) N2 0.038(15) 0.031(14) 0.044(14) 0.001(11) 0.016(11) -0.010(11) O1 0.068(15) 0.048(12) 0.027(10) 0.016(9) 0.022(9) 0.023(11) C4 0.056(14) 0.044(12) 0.018(9) 0.009(10) 0.019(9) 0.020(12) C5 0.06(2) 0.032(17) 0.029(15) 0.019(14) 0.014(14) 0.007(15) C6 0.06(2) 0.046(19) 0.029(15) 0.007(14) 0.021(14) 0.028(16) C8 0.06(2) 0.031(17) 0.026(14) 0.001(13) -0.007(13) 0.021(15) C9 0.057(14) 0.045(12) 0.016(9) 0.012(10) 0.019(9) 0.017(12) C10 0.07(2) 0.09(3) 0.027(15) 0.042(16) 0.017(14) 0.04(2) C11 0.038(19) 0.043(18) 0.042(16) 0.015(14) 0.002(13) 0.016(15) C12 0.07(2) 0.039(18) 0.034(16) 0.015(14) 0.032(16) 0.032(17) C13 0.085(13) 0.050(11) 0.021(9) 0.022(8) 0.016(8) 0.035(9) C14 0.087(13) 0.052(11) 0.021(9) 0.022(8) 0.017(8) 0.035(9) C15 0.087(13) 0.051(12) 0.019(9) 0.022(8) 0.017(8) 0.035(10) C16 0.08(3) 0.09(3) 0.039(18) 0.040(18) 0.039(17) 0.04(2) C17 0.038(19) 0.06(2) 0.034(16) 0.024(15) 0.014(14) 0.027(17) C18 0.085(13) 0.051(12) 0.022(9) 0.018(8) 0.015(8) 0.034(10) C19 0.026(17) 0.06(2) 0.023(15) 0.009(14) 0.006(12) -0.015(14) C20 0.048(15) 0.038(13) 0.039(12) 0.011(10) 0.014(10) 0.023(11) C21 0.050(15) 0.038(13) 0.040(12) 0.008(10) 0.015(10) 0.025(11) C22 0.035(17) 0.039(17) 0.012(12) 0.007(11) 0.003(11) 0.016(14) C24 0.07(2) 0.05(2) 0.024(15) 0.007(14) 0.007(14) 0.028(18) C25 0.032(8) 0.043(8) 0.013(6) 0.008(6) 0.006(5) 0.018(7) C26 0.034(8) 0.045(8) 0.014(6) 0.008(6) 0.006(5) 0.015(7) C27 0.035(8) 0.044(8) 0.017(6) 0.008(6) 0.004(5) 0.015(7) C28 0.036(8) 0.043(8) 0.015(6) 0.006(6) 0.003(5) 0.016(7) C29 0.033(8) 0.043(8) 0.013(6) 0.006(6) 0.004(5) 0.018(7) C31 0.066(15) 0.042(13) 0.035(11) 0.021(10) 0.039(10) 0.032(12) C32 0.067(15) 0.041(13) 0.034(11) 0.022(10) 0.037(11) 0.031(12) C33 0.07(2) 0.09(3) 0.020(15) 0.020(16) 0.007(15) 0.04(2) C35 0.05(2) 0.050(19) 0.044(16) 0.024(14) 0.016(14) 0.037(16) C37 0.07(2) 0.036(16) 0.008(12) 0.006(11) 0.014(12) 0.035(15) C38 0.082(13) 0.043(10) 0.016(7) 0.012(7) 0.019(8) 0.042(9) C39 0.083(12) 0.044(9) 0.019(7) 0.012(6) 0.018(7) 0.042(9) C40 0.081(12) 0.044(9) 0.017(7) 0.014(6) 0.016(7) 0.043(9) C41 0.082(12) 0.045(10) 0.015(7) 0.015(7) 0.015(8) 0.043(9) C42 0.05(2) 0.05(2) 0.037(16) 0.001(14) -0.004(14) 0.028(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 W1 C1 1.93(3) . ? W1 C2 1.97(3) . ? W1 C23 2.33(2) . ? W1 C20 2.34(3) . ? W1 C24 2.35(3) . ? W1 C22 2.36(2) . ? W1 C21 2.38(3) . ? W1 P1 2.403(6) . ? W1 W2 2.6768(17) . ? W2 C3 1.94(2) . ? W2 C2 2.06(2) . ? W2 C29 2.31(2) . ? W2 C28 2.31(2) . ? W2 C27 2.32(2) . ? W2 P1 2.356(7) . ? W2 C26 2.40(2) . ? W2 C25 2.46(2) . ? P1 C30 1.85(2) . ? P1 C37 1.88(2) . ? N1 C2 1.31(3) . ? N1 C4 1.46(3) . ? N1 H1 0.80(2) . ? N2 C3 1.23(3) . ? N2 C12 1.42(3) . ? O1 C1 1.20(3) . ? C4 C9 1.37(3) . ? C4 C5 1.42(3) . ? C5 C6 1.38(3) . ? C5 C10 1.47(3) . ? C6 C7 1.38(3) . ? C6 H6 0.93 . ? C7 C8 1.39(4) . ? C7 H7 0.93 . ? C8 C9 1.48(3) . ? C8 H8 0.93 . ? C9 C11 1.51(3) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 C13 1.40(3) . ? C12 C17 1.41(4) . ? C13 C14 1.35(4) . ? C13 C18 1.46(4) . ? C14 C15 1.38(4) . ? C14 H14 0.93 . ? C15 C16 1.42(3) . ? C15 H15 0.93 . ? C16 C17 1.38(4) . ? C16 H16 0.93 . ? C17 C19 1.46(3) . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 C24 1.40(4) . ? C20 C21 1.42(3) . ? C20 H20 0.93 . ? C21 C22 1.42(3) . ? C21 H21 0.93 . ? C22 C23 1.38(3) . ? C22 H22 0.93 . ? C23 C24 1.49(3) . ? C23 H23 0.93 . ? C24 H24 0.93 . ? C25 C29 1.39(3) . ? C25 C26 1.47(3) . ? C25 H25 0.93 . ? C26 C27 1.38(3) . ? C26 H26 0.93 . ? C27 C28 1.43(3) . ? C27 H27 0.93 . ? C28 C29 1.45(3) . ? C28 H28 0.93 . ? C29 H29 0.93 . ? C30 C31 1.53(3) . ? C30 C35 1.53(3) . ? C30 H30 0.98 . ? C31 C32 1.54(3) . ? C31 H31A 0.97 . ? C31 H31B 0.97 . ? C32 C33 1.48(4) . ? C32 H32A 0.97 . ? C32 H32B 0.97 . ? C33 C34 1.57(4) . ? C33 H33A 0.97 . ? C33 H33B 0.97 . ? C34 C35 1.53(3) . ? C34 H34A 0.97 . ? C34 H34B 0.97 . ? C35 H35A 0.97 . ? C35 H35B 0.97 . ? C37 C38 1.52(3) . ? C37 C42 1.59(3) . ? C37 H37 0.98 . ? C38 C39 1.55(3) . ? C38 H38A 0.97 . ? C38 H38B 0.97 . ? C39 C40 1.54(3) . ? C39 H39A 0.97 . ? C39 H39B 0.97 . ? C40 C41 1.49(3) . ? C40 H40A 0.97 . ? C40 H40B 0.97 . ? C41 C42 1.54(3) . ? C41 H41A 0.97 . ? C41 H41B 0.97 . ? C42 H42A 0.97 . ? C42 H42B 0.97 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 W1 C2 85.4(10) . . ? C1 W1 C23 128.3(10) . . ? C2 W1 C23 94.4(9) . . ? C1 W1 C20 88.6(10) . . ? C2 W1 C20 137.0(9) . . ? C23 W1 C20 57.6(9) . . ? C1 W1 C24 92.7(10) . . ? C2 W1 C24 103.1(10) . . ? C23 W1 C24 37.0(8) . . ? C20 W1 C24 34.6(9) . . ? C1 W1 C22 146.5(10) . . ? C2 W1 C22 117.8(9) . . ? C23 W1 C22 34.3(7) . . ? C20 W1 C22 57.8(9) . . ? C24 W1 C22 60.1(8) . . ? C1 W1 C21 115.9(10) . . ? C2 W1 C21 151.3(9) . . ? C23 W1 C21 57.6(9) . . ? C20 W1 C21 35.0(8) . . ? C24 W1 C21 59.4(9) . . ? C22 W1 C21 34.9(8) . . ? C1 W1 P1 84.7(8) . . ? C2 W1 P1 104.8(7) . . ? C23 W1 P1 143.4(6) . . ? C20 W1 P1 117.0(7) . . ? C24 W1 P1 151.7(8) . . ? C22 W1 P1 109.7(6) . . ? C21 W1 P1 96.5(6) . . ? C1 W1 W2 79.6(8) . . ? C2 W1 W2 49.9(7) . . ? C23 W1 W2 136.1(6) . . ? C20 W1 W2 166.1(6) . . ? C24 W1 W2 152.1(7) . . ? C22 W1 W2 133.7(6) . . ? C21 W1 W2 147.6(6) . . ? P1 W1 W2 54.95(17) . . ? C3 W2 C2 90.5(9) . . ? C3 W2 C29 89.7(9) . . ? C2 W2 C29 100.5(9) . . ? C3 W2 C28 125.5(9) . . ? C2 W2 C28 91.5(9) . . ? C29 W2 C28 36.7(8) . . ? C3 W2 C27 142.0(10) . . ? C2 W2 C27 116.5(9) . . ? C29 W2 C27 60.9(9) . . ? C28 W2 C27 35.9(8) . . ? C3 W2 P1 94.3(7) . . ? C2 W2 P1 103.4(7) . . ? C29 W2 P1 155.7(6) . . ? C28 W2 P1 137.6(6) . . ? C27 W2 P1 103.8(6) . . ? C3 W2 C26 111.2(9) . . ? C2 W2 C26 147.9(9) . . ? C29 W2 C26 58.0(8) . . ? C28 W2 C26 56.8(8) . . ? C27 W2 C26 34.0(8) . . ? P1 W2 C26 98.4(6) . . ? C3 W2 C25 83.3(9) . . ? C2 W2 C25 133.4(9) . . ? C29 W2 C25 33.8(7) . . ? C28 W2 C25 57.5(8) . . ? C27 W2 C25 58.8(8) . . ? P1 W2 C25 123.0(6) . . ? C26 W2 C25 35.3(8) . . ? C3 W2 W1 95.9(7) . . ? C2 W2 W1 46.9(7) . . ? C29 W2 W1 146.7(6) . . ? C28 W2 W1 123.4(6) . . ? C27 W2 W1 121.9(7) . . ? P1 W2 W1 56.61(15) . . ? C26 W2 W1 145.1(6) . . ? C25 W2 W1 179.1(5) . . ? C30 P1 C37 101.1(11) . . ? C30 P1 W2 118.5(9) . . ? C37 P1 W2 123.1(9) . . ? C30 P1 W1 118.0(8) . . ? C37 P1 W1 126.8(7) . . ? W2 P1 W1 68.44(18) . . ? C2 N1 C4 127(2) . . ? C2 N1 H1 139(10) . . ? C4 N1 H1 92(10) . . ? C3 N2 C12 139(2) . . ? O1 C1 W1 169(2) . . ? N1 C2 W1 149.1(19) . . ? N1 C2 W2 127.0(18) . . ? W1 C2 W2 83.2(10) . . ? N2 C3 W2 176(2) . . ? C9 C4 C5 123(2) . . ? C9 C4 N1 120(2) . . ? C5 C4 N1 117(2) . . ? C6 C5 C4 117(2) . . ? C6 C5 C10 121(2) . . ? C4 C5 C10 121(2) . . ? C7 C6 C5 121(2) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C6 C7 C8 122(3) . . ? C6 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C7 C8 C9 117(2) . . ? C7 C8 H8 121.3 . . ? C9 C8 H8 121.3 . . ? C4 C9 C8 118(2) . . ? C4 C9 C11 125(2) . . ? C8 C9 C11 117(2) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C17 123(2) . . ? C13 C12 N2 118(3) . . ? C17 C12 N2 119(2) . . ? C14 C13 C12 119(3) . . ? C14 C13 C18 119(2) . . ? C12 C13 C18 122(3) . . ? C13 C14 C15 120(3) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C16 121(3) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C17 C16 C15 120(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C12 117(2) . . ? C16 C17 C19 124(3) . . ? C12 C17 C19 119(2) . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C24 C20 C21 113(3) . . ? C24 C20 W1 73.1(16) . . ? C21 C20 W1 74.0(15) . . ? C24 C20 H20 123.6 . . ? C21 C20 H20 123.6 . . ? W1 C20 H20 120.7 . . ? C20 C21 C22 106(2) . . ? C20 C21 W1 71.0(14) . . ? C22 C21 W1 71.9(14) . . ? C20 C21 H21 126.9 . . ? C22 C21 H21 126.9 . . ? W1 C21 H21 122.1 . . ? C23 C22 C21 108(2) . . ? C23 C22 W1 71.6(12) . . ? C21 C22 W1 73.2(13) . . ? C23 C22 H22 126 . . ? C21 C22 H22 126 . . ? W1 C22 H22 120.9 . . ? C22 C23 C24 110(2) . . ? C22 C23 W1 74.1(13) . . ? C24 C23 W1 72.2(13) . . ? C22 C23 H23 124.8 . . ? C24 C23 H23 124.8 . . ? W1 C23 H23 120.6 . . ? C20 C24 C23 102(2) . . ? C20 C24 W1 72.3(15) . . ? C23 C24 W1 70.8(14) . . ? C20 C24 H24 128.8 . . ? C23 C24 H24 128.8 . . ? W1 C24 H24 120.4 . . ? C29 C25 C26 106(2) . . ? C29 C25 W2 67.2(14) . . ? C26 C25 W2 70.4(13) . . ? C29 C25 H25 127.1 . . ? C26 C25 H25 127.1 . . ? W2 C25 H25 126.9 . . ? C27 C26 C25 111(2) . . ? C27 C26 W2 69.6(12) . . ? C25 C26 W2 74.4(12) . . ? C27 C26 H26 124.6 . . ? C25 C26 H26 124.6 . . ? W2 C26 H26 122.9 . . ? C26 C27 C28 106(2) . . ? C26 C27 W2 76.5(13) . . ? C28 C27 W2 71.8(12) . . ? C26 C27 H27 127 . . ? C28 C27 H27 127 . . ? W2 C27 H27 117.1 . . ? C27 C28 C29 109(2) . . ? C27 C28 W2 72.3(12) . . ? C29 C28 W2 71.6(12) . . ? C27 C28 H28 125.5 . . ? C29 C28 H28 125.5 . . ? W2 C28 H28 122.2 . . ? C25 C29 C28 108(2) . . ? C25 C29 W2 79.0(15) . . ? C28 C29 W2 71.7(14) . . ? C25 C29 H29 126.1 . . ? C28 C29 H29 126.1 . . ? W2 C29 H29 115.3 . . ? C31 C30 C35 111(2) . . ? C31 C30 P1 116.0(17) . . ? C35 C30 P1 113.6(17) . . ? C31 C30 H30 105 . . ? C35 C30 H30 105 . . ? P1 C30 H30 105 . . ? C30 C31 C32 111(2) . . ? C30 C31 H31A 109.4 . . ? C32 C31 H31A 109.4 . . ? C30 C31 H31B 109.4 . . ? C32 C31 H31B 109.4 . . ? H31A C31 H31B 108 . . ? C33 C32 C31 110(2) . . ? C33 C32 H32A 109.6 . . ? C31 C32 H32A 109.6 . . ? C33 C32 H32B 109.6 . . ? C31 C32 H32B 109.6 . . ? H32A C32 H32B 108.1 . . ? C32 C33 C34 108(2) . . ? C32 C33 H33A 110 . . ? C34 C33 H33A 110 . . ? C32 C33 H33B 110 . . ? C34 C33 H33B 110 . . ? H33A C33 H33B 108.4 . . ? C35 C34 C33 112(2) . . ? C35 C34 H34A 109.2 . . ? C33 C34 H34A 109.2 . . ? C35 C34 H34B 109.2 . . ? C33 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? C30 C35 C34 110(2) . . ? C30 C35 H35A 109.7 . . ? C34 C35 H35A 109.7 . . ? C30 C35 H35B 109.7 . . ? C34 C35 H35B 109.7 . . ? H35A C35 H35B 108.2 . . ? C38 C37 C42 110(2) . . ? C38 C37 P1 110.2(16) . . ? C42 C37 P1 111.8(15) . . ? C38 C37 H37 108.2 . . ? C42 C37 H37 108.2 . . ? P1 C37 H37 108.2 . . ? C37 C38 C39 111(2) . . ? C37 C38 H38A 109.4 . . ? C39 C38 H38A 109.4 . . ? C37 C38 H38B 109.4 . . ? C39 C38 H38B 109.4 . . ? H38A C38 H38B 108 . . ? C40 C39 C38 108.1(18) . . ? C40 C39 H39A 110.1 . . ? C38 C39 H39A 110.1 . . ? C40 C39 H39B 110.1 . . ? C38 C39 H39B 110.1 . . ? H39A C39 H39B 108.4 . . ? C41 C40 C39 111(2) . . ? C41 C40 H40A 109.4 . . ? C39 C40 H40A 109.4 . . ? C41 C40 H40B 109.4 . . ? C39 C40 H40B 109.4 . . ? H40A C40 H40B 108 . . ? C40 C41 C42 112(2) . . ? C40 C41 H41A 109.1 . . ? C42 C41 H41A 109.1 . . ? C40 C41 H41B 109.1 . . ? C42 C41 H41B 109.1 . . ? H41A C41 H41B 107.9 . . ? C41 C42 C37 109.9(19) . . ? C41 C42 H42A 109.7 . . ? C37 C42 H42A 109.7 . . ? C41 C42 H42B 109.7 . . ? C37 C42 H42B 109.7 . . ? H42A C42 H42B 108.2 . . ? #===END data_compound7R _database_code_depnum_ccdc_archive 'CCDC 825088' #TrackingRef '- structuresRevised107.cif' _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C32 H41 O3 P1 W2' _chemical_formula_sum 'C32 H41 O3 P W2' _chemical_formula_weight 872.32 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 13.9983(6) _cell_length_b 12.3286(6) _cell_length_c 17.0691(9) _cell_angle_alpha 90 _cell_angle_beta 92.294(2) _cell_angle_gamma 90 _cell_volume 2943.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 2599 _cell_measurement_theta_min 2.3885 _cell_measurement_theta_max 26.1785 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.968 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.896 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER Sadabs' _exptl_absorpt_correction_T_min 0.2966 _exptl_absorpt_correction_T_max 0.5223 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'BRUKER APPEX-II CCD' _diffrn_measurement_method 'omega/phi scans' _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.1242 _diffrn_reflns_av_unetI/netI 0.0859 _diffrn_reflns_number 43580 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 5784 _reflns_number_gt 4082 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER APEX' _computing_cell_refinement 'BRUKER APEX' _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. During the refinement stages, a fully anisotropic model was attempted but the temperature factors of several carbon atoms (the carbonyl C(2); C(3), C(5) and C(6) in the benzyl substituent and C(11), C(14), C(15), C(17) and C(20) in the Cp rings) became non-positive definite. Therefore, these atoms were refined anisotropically in combination with the instructions DELU and SIMU and a convenient convergence was obtained. ; _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^)+(0.0484P)^2^+13.9318P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5784 _refine_ls_number_parameters 344 _refine_ls_number_restraints 87 _refine_ls_R_factor_all 0.0879 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1202 _refine_ls_wR_factor_gt 0.1031 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 3.293 _refine_diff_density_min -1.482 _refine_diff_density_rms 0.305 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' W W -0.849 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 W1 W 0.75205(3) 0.64998(4) -0.08112(3) 0.01528(13) Uani 1 1 d . . . W2 W 0.60146(3) 0.71397(4) 0.02605(2) 0.01381(13) Uani 1 1 d . . . P1 P 0.7724(2) 0.7640(2) 0.03116(16) 0.0161(6) Uani 1 1 d . . . O1 O 0.9576(6) 0.7409(7) -0.1020(5) 0.031(2) Uani 1 1 d . . . O2 O 0.6812(6) 0.8218(6) -0.2029(4) 0.0228(19) Uani 1 1 d . . . O3 O 0.5970(5) 0.5898(6) 0.0722(4) 0.0194(17) Uani 1 1 d . . . C1 C 0.8821(8) 0.7076(9) -0.0929(7) 0.021(3) Uani 1 1 d . . . C2 C 0.7108(7) 0.7623(9) -0.1548(7) 0.015(2) Uani 1 1 d . . . C3 C 0.6081(7) 0.8122(9) 0.1359(6) 0.0161(18) Uani 1 1 d U . . H3A H 0.6604 0.7851 0.1695 0.019 Uiso 1 1 calc R . . H3B H 0.6232 0.8865 0.1224 0.019 Uiso 1 1 calc R . . C4 C 0.5196(8) 0.8126(9) 0.1818(6) 0.0162(15) Uani 1 1 d U . . C5 C 0.4782(7) 0.7163(9) 0.2062(6) 0.0162(16) Uani 1 1 d U . . H5 H 0.5072 0.6503 0.1956 0.019 Uiso 1 1 calc R . . C6 C 0.3929(7) 0.7182(9) 0.2467(6) 0.0158(18) Uani 1 1 d U . . H6 H 0.366 0.6529 0.2619 0.019 Uiso 1 1 calc R . . C7 C 0.3478(8) 0.8139(9) 0.2647(6) 0.019(3) Uani 1 1 d . . . C8 C 0.3884(8) 0.9115(9) 0.2398(6) 0.021(3) Uani 1 1 d . . . H8 H 0.3593 0.9774 0.2504 0.025 Uiso 1 1 calc R . . C9 C 0.4729(7) 0.9085(9) 0.1990(6) 0.0167(18) Uani 1 1 d U . . H9 H 0.499 0.9736 0.1826 0.02 Uiso 1 1 calc R . . C10 C 0.2582(7) 0.8139(10) 0.3083(7) 0.028(3) Uani 1 1 d . . . H10A H 0.2042 0.8131 0.2718 0.042 Uiso 1 1 calc R . . H10B H 0.2558 0.8778 0.3403 0.042 Uiso 1 1 calc R . . H10C H 0.2565 0.7507 0.3411 0.042 Uiso 1 1 calc R . . C11 C 0.6538(8) 0.4939(8) -0.0920(6) 0.0195(17) Uani 1 1 d U . . H11 H 0.5903 0.496 -0.078 0.023 Uiso 1 1 calc R . . C12 C 0.7325(8) 0.4676(8) -0.0420(7) 0.0193(17) Uani 1 1 d U . . H12 H 0.7298 0.448 0.0105 0.023 Uiso 1 1 calc R . . C13 C 0.8164(8) 0.4759(9) -0.0850(6) 0.0208(17) Uani 1 1 d U . . H13 H 0.8786 0.4639 -0.0657 0.025 Uiso 1 1 calc R . . C14 C 0.7888(8) 0.5061(9) -0.1633(6) 0.0213(17) Uani 1 1 d U . . H14 H 0.8294 0.5169 -0.2044 0.026 Uiso 1 1 calc R . . C15 C 0.6870(8) 0.5166(9) -0.1667(6) 0.0203(17) Uani 1 1 d U . . H15 H 0.6494 0.5352 -0.2108 0.024 Uiso 1 1 calc R . . C16 C 0.4812(7) 0.8519(9) 0.0000(6) 0.0178(18) Uani 1 1 d U . . H16 H 0.4785 0.9147 0.0301 0.021 Uiso 1 1 calc R . . C17 C 0.5284(7) 0.8400(9) -0.0703(6) 0.0175(19) Uani 1 1 d U . . H17 H 0.563 0.8935 -0.0952 0.021 Uiso 1 1 calc R . . C18 C 0.5141(8) 0.7320(9) -0.0967(7) 0.021(3) Uani 1 1 d . . . H18 H 0.5392 0.7012 -0.1412 0.025 Uiso 1 1 calc R . . C19 C 0.4551(8) 0.6797(9) -0.0436(7) 0.024(3) Uani 1 1 d . . . H19 H 0.4315 0.6094 -0.0484 0.029 Uiso 1 1 calc R . . C20 C 0.4382(8) 0.7510(9) 0.0169(6) 0.017(2) Uani 1 1 d U . . H20 H 0.4043 0.7352 0.0613 0.021 Uiso 1 1 calc R . . C21 C 0.8436(8) 0.7211(9) 0.1193(7) 0.023(3) Uani 1 1 d . . . H21 H 0.8299 0.7727 0.1611 0.028 Uiso 1 1 calc R . . C22 C 0.9510(7) 0.7280(9) 0.1062(6) 0.019(3) Uani 1 1 d . . . H22A H 0.9673 0.801 0.0904 0.022 Uiso 1 1 calc R . . H22B H 0.9674 0.6788 0.0645 0.022 Uiso 1 1 calc R . . C23 C 1.0097(8) 0.6974(11) 0.1833(7) 0.031(3) Uani 1 1 d . . . H23A H 1.0775 0.6991 0.1736 0.038 Uiso 1 1 calc R . . H23B H 0.9974 0.7503 0.2238 0.038 Uiso 1 1 calc R . . C24 C 0.9823(8) 0.5849(10) 0.2115(7) 0.028(3) Uani 1 1 d . . . H24A H 0.9996 0.5312 0.173 0.033 Uiso 1 1 calc R . . H24B H 1.0172 0.5686 0.2603 0.033 Uiso 1 1 calc R . . C25 C 0.8767(7) 0.5790(10) 0.2237(6) 0.023(3) Uani 1 1 d . . . H25A H 0.8608 0.6284 0.2654 0.027 Uiso 1 1 calc R . . H25B H 0.8604 0.5061 0.2399 0.027 Uiso 1 1 calc R . . C26 C 0.8174(8) 0.6081(10) 0.1492(7) 0.024(3) Uani 1 1 d . . . H26A H 0.8285 0.5547 0.1088 0.029 Uiso 1 1 calc R . . H26B H 0.75 0.6064 0.1603 0.029 Uiso 1 1 calc R . . C27 C 0.8156(8) 0.9079(9) 0.0195(6) 0.021(3) Uani 1 1 d . . . H27 H 0.88 0.9016 -0.0006 0.025 Uiso 1 1 calc R . . C28 C 0.8273(8) 0.9757(9) 0.0946(6) 0.020(3) Uani 1 1 d . . . H28A H 0.7651 0.9888 0.1157 0.024 Uiso 1 1 calc R . . H28B H 0.8657 0.9359 0.1335 0.024 Uiso 1 1 calc R . . C29 C 0.8752(8) 1.0832(9) 0.0776(7) 0.025(3) Uani 1 1 d . . . H29A H 0.8799 1.1255 0.1256 0.03 Uiso 1 1 calc R . . H29B H 0.9397 1.0694 0.0613 0.03 Uiso 1 1 calc R . . C30 C 0.8223(8) 1.1492(9) 0.0147(7) 0.026(3) Uani 1 1 d . . . H30A H 0.8589 1.2137 0.0032 0.032 Uiso 1 1 calc R . . H30B H 0.7609 1.172 0.0333 0.032 Uiso 1 1 calc R . . C31 C 0.8073(9) 1.0817(10) -0.0596(7) 0.030(3) Uani 1 1 d . . . H31A H 0.8686 1.0678 -0.0822 0.036 Uiso 1 1 calc R . . H31B H 0.7682 1.122 -0.0976 0.036 Uiso 1 1 calc R . . C32 C 0.7586(9) 0.9736(9) -0.0419(7) 0.026(3) Uani 1 1 d . . . H32A H 0.6952 0.9877 -0.0232 0.031 Uiso 1 1 calc R . . H32B H 0.7514 0.9316 -0.0898 0.031 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 W1 0.0185(3) 0.0138(2) 0.0134(3) -0.00108(19) -0.00039(17) -0.00153(19) W2 0.0170(2) 0.0128(2) 0.0114(2) 0.00014(18) -0.00145(17) -0.00039(19) P1 0.0202(16) 0.0157(15) 0.0124(15) -0.0015(12) 0.0003(12) 0.0003(12) O1 0.027(5) 0.038(6) 0.029(5) -0.008(4) 0.003(4) -0.007(4) O2 0.039(5) 0.012(4) 0.017(5) 0.001(3) -0.001(4) -0.004(4) O3 0.020(4) 0.012(4) 0.026(5) -0.002(3) 0.000(3) 0.000(3) C1 0.020(6) 0.018(6) 0.024(7) -0.013(5) -0.008(5) 0.002(5) C2 0.008(5) 0.013(6) 0.024(7) -0.003(5) 0.001(5) -0.007(4) C3 0.019(4) 0.021(4) 0.008(4) 0.001(3) -0.002(3) 0.000(3) C4 0.020(3) 0.020(3) 0.009(3) -0.001(3) -0.003(3) 0.001(3) C5 0.024(4) 0.019(3) 0.006(4) 0.000(3) -0.005(3) 0.000(3) C6 0.025(4) 0.018(4) 0.004(4) -0.004(4) -0.006(3) -0.003(4) C7 0.018(6) 0.030(7) 0.011(6) 0.003(5) -0.004(5) 0.001(5) C8 0.032(7) 0.020(6) 0.011(6) -0.003(5) 0.000(5) 0.008(5) C9 0.022(4) 0.018(4) 0.011(4) -0.001(4) -0.002(3) -0.002(3) C10 0.010(6) 0.040(8) 0.034(8) -0.002(6) 0.004(5) 0.003(5) C11 0.028(4) 0.010(4) 0.020(4) -0.006(3) -0.002(3) 0.000(3) C12 0.028(4) 0.010(4) 0.019(4) -0.003(3) 0.000(3) 0.002(3) C13 0.030(4) 0.013(4) 0.019(4) -0.006(3) 0.000(3) 0.003(3) C14 0.032(4) 0.014(4) 0.018(4) -0.007(3) 0.002(3) 0.001(3) C15 0.031(4) 0.013(4) 0.017(4) -0.008(3) -0.005(3) -0.004(3) C16 0.021(4) 0.017(4) 0.015(4) 0.004(3) -0.006(3) 0.003(3) C17 0.018(4) 0.018(5) 0.015(4) 0.009(4) -0.007(3) 0.004(4) C18 0.024(6) 0.021(7) 0.018(6) -0.005(5) -0.007(5) 0.013(5) C19 0.022(7) 0.019(6) 0.031(7) 0.003(5) 0.004(5) -0.002(5) C20 0.022(5) 0.020(4) 0.009(4) 0.004(4) 0.000(4) 0.002(4) C21 0.026(7) 0.012(6) 0.031(7) -0.004(5) -0.003(5) -0.008(5) C22 0.016(6) 0.028(7) 0.012(6) 0.003(5) 0.001(4) 0.004(5) C23 0.023(7) 0.043(9) 0.028(8) 0.003(6) -0.008(5) 0.002(6) C24 0.036(7) 0.033(7) 0.014(6) -0.007(6) -0.001(5) 0.010(6) C25 0.022(6) 0.029(7) 0.018(6) -0.005(5) 0.000(5) 0.003(5) C26 0.022(6) 0.030(7) 0.020(7) -0.002(5) 0.002(5) 0.003(5) C27 0.019(6) 0.021(6) 0.022(7) 0.000(5) 0.005(5) -0.005(5) C28 0.027(7) 0.019(6) 0.014(6) -0.006(5) -0.005(5) 0.003(5) C29 0.033(7) 0.017(6) 0.026(7) -0.012(5) 0.000(5) 0.001(5) C30 0.028(7) 0.022(7) 0.029(7) 0.001(6) -0.002(5) -0.004(5) C31 0.038(8) 0.029(7) 0.022(7) 0.003(6) -0.004(6) -0.012(6) C32 0.047(8) 0.012(6) 0.019(7) 0.000(5) -0.003(5) -0.006(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 W1 C2 1.943(11) . ? W1 C1 1.972(12) . ? W1 C13 2.329(11) . ? W1 C14 2.332(11) . ? W1 C15 2.359(10) . ? W1 C12 2.365(11) . ? W1 C11 2.368(10) . ? W1 P1 2.385(3) . ? W1 W2 2.9532(6) . ? W2 O3 1.723(7) . ? W2 C3 2.231(10) . ? W2 C20 2.330(11) . ? W2 C19 2.366(12) . ? W2 C18 2.394(11) . ? W2 C16 2.422(10) . ? W2 C17 2.456(10) . ? W2 P1 2.469(3) . ? P1 C21 1.849(12) . ? P1 C27 1.887(11) . ? O1 C1 1.151(13) . ? O2 C2 1.165(12) . ? C3 C4 1.492(14) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C9 1.388(15) . ? C4 C5 1.392(15) . ? C5 C6 1.405(15) . ? C5 H5 0.93 . ? C6 C7 1.378(15) . ? C6 H6 0.93 . ? C7 C8 1.404(15) . ? C7 C10 1.484(15) . ? C8 C9 1.397(15) . ? C8 H8 0.93 . ? C9 H9 0.93 . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 C15 1.403(15) . ? C11 C12 1.405(15) . ? C11 H11 0.93 . ? C12 C13 1.414(15) . ? C12 H12 0.93 . ? C13 C14 1.426(15) . ? C13 H13 0.93 . ? C14 C15 1.430(15) . ? C14 H14 0.93 . ? C15 H15 0.93 . ? C16 C17 1.401(15) . ? C16 C20 1.417(15) . ? C16 H16 0.93 . ? C17 C18 1.418(15) . ? C17 H17 0.93 . ? C18 C19 1.407(16) . ? C18 H18 0.93 . ? C19 C20 1.385(15) . ? C19 H19 0.93 . ? C20 H20 0.93 . ? C21 C22 1.531(15) . ? C21 C26 1.533(15) . ? C21 H21 0.98 . ? C22 C23 1.569(15) . ? C22 H22A 0.97 . ? C22 H22B 0.97 . ? C23 C24 1.523(17) . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C24 C25 1.502(15) . ? C24 H24A 0.97 . ? C24 H24B 0.97 . ? C25 C26 1.534(15) . ? C25 H25A 0.97 . ? C25 H25B 0.97 . ? C26 H26A 0.97 . ? C26 H26B 0.97 . ? C27 C32 1.525(15) . ? C27 C28 1.533(14) . ? C27 H27 0.98 . ? C28 C29 1.519(15) . ? C28 H28A 0.97 . ? C28 H28B 0.97 . ? C29 C30 1.517(15) . ? C29 H29A 0.97 . ? C29 H29B 0.97 . ? C30 C31 1.524(15) . ? C30 H30A 0.97 . ? C30 H30B 0.97 . ? C31 C32 1.533(15) . ? C31 H31A 0.97 . ? C31 H31B 0.97 . ? C32 H32A 0.97 . ? C32 H32B 0.97 . ? 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 W1 C1 85.9(4) . . ? C2 W1 C13 138.0(4) . . ? C1 W1 C13 88.2(4) . . ? C2 W1 C14 102.7(4) . . ? C1 W1 C14 89.2(4) . . ? C13 W1 C14 35.6(4) . . ? C2 W1 C15 89.9(4) . . ? C1 W1 C15 121.5(4) . . ? C13 W1 C15 58.7(4) . . ? C14 W1 C15 35.5(4) . . ? C2 W1 C12 145.7(4) . . ? C1 W1 C12 119.3(4) . . ? C13 W1 C12 35.1(4) . . ? C14 W1 C12 58.5(4) . . ? C15 W1 C12 57.7(4) . . ? C2 W1 C11 111.8(4) . . ? C1 W1 C11 145.1(4) . . ? C13 W1 C11 58.2(4) . . ? C14 W1 C11 58.4(4) . . ? C15 W1 C11 34.5(4) . . ? C12 W1 C11 34.5(4) . . ? C2 W1 P1 97.1(3) . . ? C1 W1 P1 77.8(3) . . ? C13 W1 P1 122.1(3) . . ? C14 W1 P1 155.5(3) . . ? C15 W1 P1 160.0(3) . . ? C12 W1 P1 110.2(3) . . ? C11 W1 P1 126.3(3) . . ? C2 W1 W2 90.5(3) . . ? C1 W1 W2 130.7(3) . . ? C13 W1 W2 123.4(3) . . ? C14 W1 W2 139.1(3) . . ? C15 W1 W2 107.6(3) . . ? C12 W1 W2 89.2(3) . . ? C11 W1 W2 80.7(3) . . ? P1 W1 W2 53.83(7) . . ? O3 W2 C3 95.7(4) . . ? O3 W2 C20 98.7(4) . . ? C3 W2 C20 87.6(4) . . ? O3 W2 C19 91.4(4) . . ? C3 W2 C19 121.7(4) . . ? C20 W2 C19 34.3(4) . . ? O3 W2 C18 117.1(4) . . ? C3 W2 C18 133.5(4) . . ? C20 W2 C18 57.2(4) . . ? C19 W2 C18 34.4(4) . . ? O3 W2 C16 132.0(3) . . ? C3 W2 C16 77.2(4) . . ? C20 W2 C16 34.6(4) . . ? C19 W2 C16 56.7(4) . . ? C18 W2 C16 56.4(4) . . ? O3 W2 C17 147.8(4) . . ? C3 W2 C17 102.8(4) . . ? C20 W2 C17 56.6(4) . . ? C19 W2 C17 56.4(4) . . ? C18 W2 C17 34.0(4) . . ? C16 W2 C17 33.4(4) . . ? O3 W2 P1 105.0(2) . . ? C3 W2 P1 80.0(3) . . ? C20 W2 P1 154.2(3) . . ? C19 W2 P1 151.8(3) . . ? C18 W2 P1 117.9(3) . . ? C16 W2 P1 119.8(3) . . ? C17 W2 P1 104.0(3) . . ? O3 W2 W1 94.9(2) . . ? C3 W2 W1 131.2(3) . . ? C20 W2 W1 137.2(3) . . ? C19 W2 W1 105.4(3) . . ? C18 W2 W1 80.5(3) . . ? C16 W2 W1 125.6(3) . . ? C17 W2 W1 92.4(3) . . ? P1 W2 W1 51.23(7) . . ? C21 P1 C27 100.9(5) . . ? C21 P1 W1 121.9(4) . . ? C27 P1 W1 119.8(4) . . ? C21 P1 W2 116.6(4) . . ? C27 P1 W2 123.1(4) . . ? W1 P1 W2 74.94(8) . . ? O1 C1 W1 178.1(10) . . ? O2 C2 W1 173.4(9) . . ? C4 C3 W2 115.8(7) . . ? C4 C3 H3A 108.3 . . ? W2 C3 H3A 108.3 . . ? C4 C3 H3B 108.3 . . ? W2 C3 H3B 108.3 . . ? H3A C3 H3B 107.4 . . ? C9 C4 C5 117.3(10) . . ? C9 C4 C3 121.5(10) . . ? C5 C4 C3 121.2(10) . . ? C4 C5 C6 120.3(10) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 122.0(10) . . ? C7 C6 H6 119 . . ? C5 C6 H6 119 . . ? C6 C7 C8 118.1(10) . . ? C6 C7 C10 121.0(11) . . ? C8 C7 C10 120.8(11) . . ? C9 C8 C7 119.3(10) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C4 C9 C8 122.9(11) . . ? C4 C9 H9 118.5 . . ? C8 C9 H9 118.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C15 C11 C12 108.6(10) . . ? C15 C11 W1 72.4(6) . . ? C12 C11 W1 72.6(6) . . ? C15 C11 H11 125.7 . . ? C12 C11 H11 125.7 . . ? W1 C11 H11 121 . . ? C11 C12 C13 108.3(10) . . ? C11 C12 W1 72.8(6) . . ? C13 C12 W1 71.1(6) . . ? C11 C12 H12 125.8 . . ? C13 C12 H12 125.8 . . ? W1 C12 H12 121.9 . . ? C12 C13 C14 107.8(10) . . ? C12 C13 W1 73.9(6) . . ? C14 C13 W1 72.3(6) . . ? C12 C13 H13 126.1 . . ? C14 C13 H13 126.1 . . ? W1 C13 H13 119.6 . . ? C13 C14 C15 107.1(10) . . ? C13 C14 W1 72.1(6) . . ? C15 C14 W1 73.3(6) . . ? C13 C14 H14 126.4 . . ? C15 C14 H14 126.4 . . ? W1 C14 H14 120.1 . . ? C11 C15 C14 108.1(10) . . ? C11 C15 W1 73.1(6) . . ? C14 C15 W1 71.2(6) . . ? C11 C15 H15 125.9 . . ? C14 C15 H15 125.9 . . ? W1 C15 H15 121.4 . . ? C17 C16 C20 107.5(10) . . ? C17 C16 W2 74.7(6) . . ? C20 C16 W2 69.1(6) . . ? C17 C16 H16 126.2 . . ? C20 C16 H16 126.2 . . ? W2 C16 H16 121.7 . . ? C16 C17 C18 107.8(10) . . ? C16 C17 W2 72.0(6) . . ? C18 C17 W2 70.6(6) . . ? C16 C17 H17 126.1 . . ? C18 C17 H17 126.1 . . ? W2 C17 H17 123 . . ? C19 C18 C17 107.8(10) . . ? C19 C18 W2 71.7(7) . . ? C17 C18 W2 75.4(6) . . ? C19 C18 H18 126.1 . . ? C17 C18 H18 126.1 . . ? W2 C18 H18 118.6 . . ? C20 C19 C18 108.2(10) . . ? C20 C19 W2 71.4(7) . . ? C18 C19 W2 73.9(6) . . ? C20 C19 H19 125.9 . . ? C18 C19 H19 125.9 . . ? W2 C19 H19 120.5 . . ? C19 C20 C16 108.6(10) . . ? C19 C20 W2 74.3(7) . . ? C16 C20 W2 76.2(6) . . ? C19 C20 H20 125.7 . . ? C16 C20 H20 125.7 . . ? W2 C20 H20 115.8 . . ? C22 C21 C26 110.4(9) . . ? C22 C21 P1 111.5(8) . . ? C26 C21 P1 113.7(8) . . ? C22 C21 H21 107 . . ? C26 C21 H21 107 . . ? P1 C21 H21 107 . . ? C21 C22 C23 110.4(9) . . ? C21 C22 H22A 109.6 . . ? C23 C22 H22A 109.6 . . ? C21 C22 H22B 109.6 . . ? C23 C22 H22B 109.6 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 110.7(10) . . ? C24 C23 H23A 109.5 . . ? C22 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? C25 C24 C23 110.4(10) . . ? C25 C24 H24A 109.6 . . ? C23 C24 H24A 109.6 . . ? C25 C24 H24B 109.6 . . ? C23 C24 H24B 109.6 . . ? H24A C24 H24B 108.1 . . ? C24 C25 C26 112.2(9) . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25B 109.2 . . ? C26 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C21 C26 C25 111.1(10) . . ? C21 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? C21 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108 . . ? C32 C27 C28 108.7(9) . . ? C32 C27 P1 114.2(8) . . ? C28 C27 P1 116.6(8) . . ? C32 C27 H27 105.4 . . ? C28 C27 H27 105.4 . . ? P1 C27 H27 105.4 . . ? C29 C28 C27 110.5(9) . . ? C29 C28 H28A 109.5 . . ? C27 C28 H28A 109.5 . . ? C29 C28 H28B 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 108.1 . . ? C30 C29 C28 113.4(10) . . ? C30 C29 H29A 108.9 . . ? C28 C29 H29A 108.9 . . ? C30 C29 H29B 108.9 . . ? C28 C29 H29B 108.9 . . ? H29A C29 H29B 107.7 . . ? C29 C30 C31 110.1(10) . . ? C29 C30 H30A 109.6 . . ? C31 C30 H30A 109.6 . . ? C29 C30 H30B 109.6 . . ? C31 C30 H30B 109.6 . . ? H30A C30 H30B 108.2 . . ? C30 C31 C32 111.0(10) . . ? C30 C31 H31A 109.4 . . ? C32 C31 H31A 109.4 . . ? C30 C31 H31B 109.4 . . ? C32 C31 H31B 109.4 . . ? H31A C31 H31B 108 . . ? C27 C32 C31 111.8(10) . . ? C27 C32 H32A 109.2 . . ? C31 C32 H32A 109.2 . . ? C27 C32 H32B 109.2 . . ? C31 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? #===END data_compound8R _database_code_depnum_ccdc_archive 'CCDC 825089' #TrackingRef '- structuresRevised107.cif' _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C32 H41 O3 P W2, C H2 Cl2' _chemical_formula_sum 'C33 H43 Cl2 O3 P W2' _chemical_formula_weight 957.22 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 11.693(4) _cell_length_b 12.758(5) _cell_length_c 22.391(8) _cell_angle_alpha 90 _cell_angle_beta 102.867(5) _cell_angle_gamma 90 _cell_volume 3256(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used 1825 _cell_measurement_theta_min 2.455 _cell_measurement_theta_max 26.46 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.953 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.305 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER Sadabs' _exptl_absorpt_correction_T_min 0.305 _exptl_absorpt_correction_T_max 0.557 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method 'omega scans' _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_unetI/netI 0.0463 _diffrn_reflns_number 36132 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 6420 _reflns_number_gt 5252 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Brucker Smart' _computing_cell_refinement 'Brucker Smart' _computing_data_reduction 'Brucker Smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. During the refinement stages, all the positional parameters and the anisotropic temperature factors of all the non-H atoms were refined anisotropically, except atom C(16) which was refined anisotropically in combination with the instructions DELU and SIMU, to prevent its temperature factors to become non-positive definite. After applying these soft restraints a convenient convergence was obtained. All hydrogen atoms were geometrically placed and refined using a riding model. Upon convergence the strongest residual peaks (5.94-4.09 e A-3), were located around the tungsten atoms. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+69.1612P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6420 _refine_ls_number_parameters 371 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.066 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1362 _refine_ls_wR_factor_gt 0.1228 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 5.943 _refine_diff_density_min -2.359 _refine_diff_density_rms 0.295 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' W W -0.849 6.8722 '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' 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 W1 W 0.35407(3) 0.19109(3) 0.313084(17) 0.01254(13) Uani 1 1 d . . . W2 W 0.46242(3) 0.34417(3) 0.400260(17) 0.01324(13) Uani 1 1 d . . . P1 P 0.2845(2) 0.36330(19) 0.32145(11) 0.0126(5) Uani 1 1 d . . . O1 O 0.4608(7) 0.2806(6) 0.2080(3) 0.0255(17) Uani 1 1 d . . . O2 O 0.4016(6) 0.3420(5) 0.4639(3) 0.0178(15) Uani 1 1 d . . . O3 O 0.5306(6) 0.1381(6) 0.3527(3) 0.0178(15) Uani 1 1 d . . . C1 C 0.4234(10) 0.2496(8) 0.2482(5) 0.022(2) Uani 1 1 d . . . C2 C 0.4873(9) 0.1813(7) 0.3967(4) 0.013(2) Uani 1 1 d . . . C3 C 0.4913(9) 0.1150(8) 0.4531(4) 0.016(2) Uani 1 1 d . . . H3A H 0.4947 0.0415 0.4424 0.019 Uiso 1 1 calc R . . H3B H 0.4202 0.1261 0.4677 0.019 Uiso 1 1 calc R . . C4 C 0.5966(9) 0.1417(8) 0.5036(5) 0.019(2) Uani 1 1 d . . . C5 C 0.5873(9) 0.1867(8) 0.5588(5) 0.016(2) Uani 1 1 d . . . H5 H 0.5133 0.2003 0.5658 0.02 Uiso 1 1 calc R . . C6 C 0.6852(10) 0.2118(8) 0.6034(5) 0.022(2) Uani 1 1 d . . . H6 H 0.676 0.2429 0.6396 0.026 Uiso 1 1 calc R . . C7 C 0.7969(10) 0.1915(9) 0.5952(5) 0.023(2) Uani 1 1 d . . . C8 C 0.8089(10) 0.1456(9) 0.5405(5) 0.025(2) Uani 1 1 d . . . H8 H 0.8834 0.1311 0.5344 0.03 Uiso 1 1 calc R . . C9 C 0.7111(9) 0.1212(8) 0.4951(5) 0.018(2) Uani 1 1 d . . . H9 H 0.7207 0.0911 0.4587 0.022 Uiso 1 1 calc R . . C10 C 0.9042(11) 0.2148(10) 0.6455(6) 0.034(3) Uani 1 1 d . . . H10A H 0.8901 0.2761 0.6676 0.051 Uiso 1 1 calc R . . H10B H 0.9705 0.2266 0.6276 0.051 Uiso 1 1 calc R . . H10C H 0.9199 0.1562 0.673 0.051 Uiso 1 1 calc R . . C11 C 0.1756(9) 0.1237(8) 0.3223(5) 0.019(2) Uani 1 1 d . . . H11 H 0.1292 0.161 0.3436 0.023 Uiso 1 1 calc R . . C12 C 0.1737(9) 0.1339(8) 0.2587(5) 0.018(2) Uani 1 1 d . . . H12 H 0.1267 0.1796 0.2314 0.021 Uiso 1 1 calc R . . C13 C 0.2572(9) 0.0613(8) 0.2441(5) 0.019(2) Uani 1 1 d . . . H13 H 0.2727 0.0498 0.2056 0.023 Uiso 1 1 calc R . . C14 C 0.3116(10) 0.0106(8) 0.2993(5) 0.020(2) Uani 1 1 d . . . H14 H 0.3714 -0.0388 0.3038 0.025 Uiso 1 1 calc R . . C15 C 0.2594(10) 0.0479(8) 0.3470(5) 0.021(2) Uani 1 1 d . . . H15 H 0.2777 0.0256 0.3876 0.025 Uiso 1 1 calc R . . C16 C 0.6645(9) 0.3474(9) 0.3951(5) 0.026(2) Uani 1 1 d U . . H16 H 0.7062 0.285 0.397 0.031 Uiso 1 1 calc R . . C17 C 0.6045(9) 0.3978(9) 0.3409(5) 0.024(2) Uani 1 1 d U . . H17 H 0.6013 0.3757 0.301 0.029 Uiso 1 1 calc R . . C18 C 0.5507(10) 0.4874(9) 0.3586(6) 0.027(3) Uani 1 1 d . . . H18 H 0.5034 0.5339 0.3321 0.032 Uiso 1 1 calc R . . C19 C 0.5799(11) 0.4956(10) 0.4233(6) 0.034(3) Uani 1 1 d . . . H19 H 0.5577 0.5482 0.4471 0.04 Uiso 1 1 calc R . . C20 C 0.6507(11) 0.4059(11) 0.4443(6) 0.036(3) Uani 1 1 d . . . H20 H 0.6825 0.3897 0.4852 0.043 Uiso 1 1 calc R . . C21 C 0.2764(9) 0.4579(8) 0.2582(4) 0.015(2) Uani 1 1 d . . . H21 H 0.3551 0.4606 0.2498 0.018 Uiso 1 1 calc R . . C22 C 0.1941(9) 0.4203(8) 0.1989(4) 0.017(2) Uani 1 1 d . . . H22A H 0.1143 0.4177 0.2045 0.021 Uiso 1 1 calc R . . H22B H 0.2163 0.3501 0.1893 0.021 Uiso 1 1 calc R . . C23 C 0.1998(10) 0.4943(9) 0.1451(4) 0.020(2) Uani 1 1 d . . . H23A H 0.2783 0.493 0.1374 0.024 Uiso 1 1 calc R . . H23B H 0.1456 0.4702 0.1084 0.024 Uiso 1 1 calc R . . C24 C 0.1689(10) 0.6054(9) 0.1594(5) 0.025(2) Uani 1 1 d . . . H24A H 0.0887 0.6076 0.1644 0.029 Uiso 1 1 calc R . . H24B H 0.1748 0.651 0.1256 0.029 Uiso 1 1 calc R . . C25 C 0.2518(11) 0.6443(8) 0.2182(5) 0.024(2) Uani 1 1 d . . . H25A H 0.2299 0.7148 0.2274 0.029 Uiso 1 1 calc R . . H25B H 0.3316 0.6463 0.2124 0.029 Uiso 1 1 calc R . . C26 C 0.2454(10) 0.5708(8) 0.2720(5) 0.021(2) Uani 1 1 d . . . H26A H 0.2995 0.5951 0.3087 0.025 Uiso 1 1 calc R . . H26B H 0.1669 0.5726 0.2794 0.025 Uiso 1 1 calc R . . C27 C 0.1598(9) 0.3865(8) 0.3593(4) 0.016(2) Uani 1 1 d . . . H27 H 0.1618 0.3274 0.3874 0.019 Uiso 1 1 calc R . . C28 C 0.0372(9) 0.3814(8) 0.3155(5) 0.017(2) Uani 1 1 d . . . H28A H 0.027 0.4409 0.2878 0.02 Uiso 1 1 calc R . . H28B H 0.0309 0.3179 0.2911 0.02 Uiso 1 1 calc R . . C29 C -0.0580(9) 0.3823(9) 0.3521(5) 0.020(2) Uani 1 1 d . . . H29A H -0.0517 0.3196 0.3771 0.024 Uiso 1 1 calc R . . H29B H -0.1345 0.3822 0.3243 0.024 Uiso 1 1 calc R . . C30 C -0.0465(9) 0.4789(9) 0.3932(5) 0.021(2) Uani 1 1 d . . . H30A H -0.0602 0.5412 0.3678 0.025 Uiso 1 1 calc R . . H30B H -0.1064 0.4763 0.417 0.025 Uiso 1 1 calc R . . C31 C 0.0716(9) 0.4870(9) 0.4361(5) 0.021(2) Uani 1 1 d . . . H31A H 0.0822 0.429 0.4648 0.025 Uiso 1 1 calc R . . H31B H 0.0762 0.5517 0.4592 0.025 Uiso 1 1 calc R . . C32 C 0.1704(9) 0.4851(8) 0.3999(5) 0.018(2) Uani 1 1 d . . . H32A H 0.165 0.5473 0.3746 0.022 Uiso 1 1 calc R . . H32B H 0.2462 0.4855 0.4284 0.022 Uiso 1 1 calc R . . C33 C 0.2293(11) 0.2963(11) 0.0281(7) 0.040(3) Uani 1 1 d . . . H33A H 0.2761 0.351 0.052 0.048 Uiso 1 1 calc R . . H33B H 0.2782 0.2607 0.0047 0.048 Uiso 1 1 calc R . . Cl1 Cl 0.1856(3) 0.2061(3) 0.07816(15) 0.0427(8) Uani 1 1 d . . . Cl2 Cl 0.1098(4) 0.3535(3) -0.02242(17) 0.0499(9) 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 W1 0.0149(2) 0.0127(2) 0.0103(2) -0.00133(14) 0.00351(15) -0.00013(15) W2 0.0147(2) 0.0145(2) 0.0108(2) -0.00151(14) 0.00345(15) -0.00260(15) P1 0.0158(13) 0.0113(12) 0.0115(12) -0.0003(9) 0.0046(10) -0.0006(9) O1 0.031(5) 0.035(5) 0.013(4) 0.003(3) 0.011(3) -0.003(4) O2 0.021(4) 0.019(4) 0.013(3) -0.002(3) 0.006(3) -0.005(3) O3 0.014(4) 0.022(4) 0.019(4) -0.001(3) 0.005(3) 0.000(3) C1 0.023(6) 0.017(6) 0.021(6) -0.004(4) -0.002(4) -0.001(4) C2 0.014(5) 0.006(4) 0.018(5) -0.005(4) 0.000(4) 0.000(3) C3 0.020(5) 0.017(5) 0.012(5) 0.003(4) 0.006(4) 0.000(4) C4 0.021(5) 0.020(6) 0.014(5) -0.003(4) 0.002(4) -0.008(4) C5 0.010(5) 0.015(5) 0.025(5) -0.002(4) 0.006(4) 0.003(4) C6 0.031(6) 0.015(5) 0.017(5) -0.003(4) 0.000(4) 0.002(4) C7 0.021(6) 0.023(6) 0.020(6) 0.003(4) -0.009(4) 0.001(4) C8 0.021(6) 0.026(6) 0.026(6) 0.005(5) 0.002(5) 0.002(5) C9 0.021(5) 0.021(5) 0.016(5) 0.000(4) 0.011(4) -0.002(4) C10 0.033(7) 0.028(7) 0.031(7) -0.003(5) -0.013(5) 0.003(5) C11 0.019(5) 0.022(6) 0.019(5) -0.005(4) 0.008(4) -0.007(4) C12 0.016(5) 0.014(5) 0.023(5) -0.009(4) 0.001(4) -0.003(4) C13 0.014(5) 0.021(6) 0.025(6) 0.004(4) 0.007(4) -0.002(4) C14 0.025(6) 0.017(5) 0.019(5) -0.012(4) 0.003(4) -0.001(4) C15 0.030(6) 0.017(5) 0.016(5) -0.002(4) 0.005(4) -0.016(4) C16 0.013(4) 0.027(5) 0.032(5) 0.002(4) -0.007(4) -0.005(4) C17 0.018(4) 0.028(5) 0.023(5) 0.001(4) 0.000(4) -0.009(4) C18 0.018(6) 0.015(5) 0.048(7) 0.007(5) 0.010(5) -0.007(4) C19 0.029(7) 0.035(7) 0.044(7) -0.025(6) 0.025(6) -0.023(5) C20 0.026(7) 0.056(9) 0.025(6) 0.005(6) 0.002(5) -0.020(6) C21 0.018(5) 0.015(5) 0.014(5) 0.002(4) 0.006(4) 0.001(4) C22 0.020(5) 0.020(5) 0.012(5) 0.003(4) 0.003(4) -0.001(4) C23 0.026(6) 0.027(6) 0.009(5) 0.001(4) 0.006(4) 0.003(4) C24 0.031(6) 0.021(6) 0.023(6) 0.012(4) 0.009(5) 0.005(5) C25 0.039(7) 0.015(5) 0.024(6) 0.003(4) 0.016(5) 0.002(5) C26 0.026(6) 0.019(5) 0.017(5) -0.001(4) 0.004(4) -0.002(4) C27 0.022(5) 0.013(5) 0.013(5) 0.002(4) 0.005(4) 0.004(4) C28 0.023(6) 0.010(5) 0.017(5) -0.004(4) 0.007(4) 0.001(4) C29 0.014(5) 0.022(6) 0.022(5) -0.001(4) 0.004(4) -0.001(4) C30 0.016(5) 0.022(6) 0.026(6) -0.001(4) 0.010(4) 0.008(4) C31 0.022(6) 0.030(6) 0.013(5) -0.003(4) 0.007(4) 0.001(5) C32 0.019(5) 0.017(5) 0.018(5) -0.007(4) 0.003(4) -0.002(4) C33 0.031(7) 0.039(8) 0.055(9) -0.023(7) 0.020(6) -0.008(6) Cl1 0.065(2) 0.0340(18) 0.0322(17) -0.0051(13) 0.0163(16) -0.0041(16) Cl2 0.080(3) 0.039(2) 0.0378(19) 0.0014(15) 0.0282(19) 0.0056(18) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 W1 C1 1.963(11) . ? W1 C2 2.156(10) . ? W1 O3 2.166(7) . ? W1 C12 2.306(10) . ? W1 C11 2.308(10) . ? W1 C15 2.349(10) . ? W1 C14 2.361(10) . ? W1 P1 2.364(3) . ? W1 C13 2.373(11) . ? W1 W2 2.8510(8) . ? W2 O2 1.729(7) . ? W2 C2 2.102(9) . ? W2 C20 2.339(12) . ? W2 C19 2.360(11) . ? W2 C18 2.388(10) . ? W2 C16 2.391(11) . ? W2 P1 2.422(3) . ? W2 C17 2.445(11) . ? P1 C21 1.846(10) . ? P1 C27 1.866(10) . ? O1 C1 1.153(13) . ? O3 C2 1.324(12) . ? C2 C3 1.512(13) . ? C3 C4 1.513(14) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.388(14) . ? C4 C9 1.418(15) . ? C5 C6 1.379(15) . ? C5 H5 0.93 . ? C6 C7 1.383(16) . ? C6 H6 0.93 . ? C7 C8 1.392(16) . ? C7 C10 1.516(15) . ? C8 C9 1.385(15) . ? C8 H8 0.93 . ? C9 H9 0.93 . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 C15 1.401(16) . ? C11 C12 1.425(15) . ? C11 H11 0.93 . ? C12 C13 1.435(14) . ? C12 H12 0.93 . ? C13 C14 1.415(15) . ? C13 H13 0.93 . ? C14 C15 1.424(15) . ? C14 H14 0.93 . ? C15 H15 0.93 . ? C16 C20 1.371(18) . ? C16 C17 1.413(16) . ? C16 H16 0.93 . ? C17 C18 1.404(16) . ? C17 H17 0.93 . ? C18 C19 1.415(18) . ? C18 H18 0.93 . ? C19 C20 1.43(2) . ? C19 H19 0.93 . ? C20 H20 0.93 . ? C21 C26 1.533(14) . ? C21 C22 1.534(14) . ? C21 H21 0.98 . ? C22 C23 1.543(13) . ? C22 H22A 0.97 . ? C22 H22B 0.97 . ? C23 C24 1.514(15) . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C24 C25 1.533(16) . ? C24 H24A 0.97 . ? C24 H24B 0.97 . ? C25 C26 1.541(14) . ? C25 H25A 0.97 . ? C25 H25B 0.97 . ? C26 H26A 0.97 . ? C26 H26B 0.97 . ? C27 C32 1.541(13) . ? C27 C28 1.548(14) . ? C27 H27 0.98 . ? C28 C29 1.523(14) . ? C28 H28A 0.97 . ? C28 H28B 0.97 . ? C29 C30 1.526(15) . ? C29 H29A 0.97 . ? C29 H29B 0.97 . ? C30 C31 1.500(15) . ? C30 H30A 0.97 . ? C30 H30B 0.97 . ? C31 C32 1.550(14) . ? C31 H31A 0.97 . ? C31 H31B 0.97 . ? C32 H32A 0.97 . ? C32 H32B 0.97 . ? C33 Cl2 1.749(15) . ? C33 Cl1 1.760(15) . ? C33 H33A 0.97 . ? C33 H33B 0.97 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 W1 C2 109.1(4) . . ? C1 W1 O3 84.7(4) . . ? C2 W1 O3 35.7(3) . . ? C1 W1 C12 102.1(4) . . ? C2 W1 C12 147.1(4) . . ? O3 W1 C12 142.5(3) . . ? C1 W1 C11 137.6(4) . . ? C2 W1 C11 113.2(4) . . ? O3 W1 C11 130.2(3) . . ? C12 W1 C11 36.0(4) . . ? C1 W1 C15 146.9(4) . . ? C2 W1 C15 88.6(4) . . ? O3 W1 C15 95.7(3) . . ? C12 W1 C15 58.9(4) . . ? C11 W1 C15 35.0(4) . . ? C1 W1 C14 112.6(4) . . ? C2 W1 C14 98.5(4) . . ? O3 W1 C14 84.4(3) . . ? C12 W1 C14 58.8(4) . . ? C11 W1 C14 58.7(4) . . ? C15 W1 C14 35.2(4) . . ? C1 W1 P1 84.9(3) . . ? C2 W1 P1 100.4(3) . . ? O3 W1 P1 124.8(2) . . ? C12 W1 P1 92.6(3) . . ? C11 W1 P1 90.3(3) . . ? C15 W1 P1 120.1(3) . . ? C14 W1 P1 148.3(3) . . ? C1 W1 C13 89.9(4) . . ? C2 W1 C13 132.3(4) . . ? O3 W1 C13 108.8(3) . . ? C12 W1 C13 35.7(3) . . ? C11 W1 C13 59.2(4) . . ? C15 W1 C13 58.5(4) . . ? C14 W1 C13 34.8(4) . . ? P1 W1 C13 125.3(3) . . ? C1 W1 W2 93.0(3) . . ? C2 W1 W2 47.2(2) . . ? O3 W1 W2 72.29(19) . . ? C12 W1 W2 142.5(2) . . ? C11 W1 W2 117.8(3) . . ? C15 W1 W2 118.8(3) . . ? C14 W1 W2 143.7(3) . . ? P1 W1 W2 54.37(6) . . ? C13 W1 W2 176.9(2) . . ? O2 W2 C2 95.8(4) . . ? O2 W2 C20 100.3(4) . . ? C2 W2 C20 102.9(5) . . ? O2 W2 C19 99.2(4) . . ? C2 W2 C19 137.6(4) . . ? C20 W2 C19 35.4(5) . . ? O2 W2 C18 128.8(4) . . ? C2 W2 C18 131.8(4) . . ? C20 W2 C18 57.3(4) . . ? C19 W2 C18 34.7(4) . . ? O2 W2 C16 129.2(4) . . ? C2 W2 C16 82.4(4) . . ? C20 W2 C16 33.7(4) . . ? C19 W2 C16 57.5(4) . . ? C18 W2 C16 56.7(4) . . ? O2 W2 P1 99.1(2) . . ? C2 W2 P1 100.1(3) . . ? C20 W2 P1 148.0(3) . . ? C19 W2 P1 116.1(4) . . ? C18 W2 P1 90.8(3) . . ? C16 W2 P1 131.3(3) . . ? O2 W2 C17 155.1(4) . . ? C2 W2 C17 98.0(4) . . ? C20 W2 C17 56.3(4) . . ? C19 W2 C17 57.1(4) . . ? C18 W2 C17 33.8(4) . . ? C16 W2 C17 34.0(4) . . ? P1 W2 C17 98.8(3) . . ? O2 W2 W1 110.6(2) . . ? C2 W2 W1 48.8(3) . . ? C20 W2 W1 138.8(4) . . ? C19 W2 W1 149.2(3) . . ? C18 W2 W1 114.9(3) . . ? C16 W2 W1 105.8(3) . . ? P1 W2 W1 52.52(6) . . ? C17 W2 W1 94.1(3) . . ? C21 P1 C27 109.4(5) . . ? C21 P1 W1 120.4(3) . . ? C27 P1 W1 120.1(3) . . ? C21 P1 W2 120.9(3) . . ? C27 P1 W2 108.5(3) . . ? W1 P1 W2 73.11(7) . . ? C2 O3 W1 71.8(5) . . ? O1 C1 W1 176.6(9) . . ? O3 C2 C3 116.3(8) . . ? O3 C2 W2 121.2(7) . . ? C3 C2 W2 120.0(7) . . ? O3 C2 W1 72.6(5) . . ? C3 C2 W1 129.8(7) . . ? W2 C2 W1 84.1(3) . . ? C2 C3 C4 111.6(8) . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? C2 C3 H3B 109.3 . . ? C4 C3 H3B 109.3 . . ? H3A C3 H3B 108 . . ? C5 C4 C9 117.3(9) . . ? C5 C4 C3 123.2(9) . . ? C9 C4 C3 119.6(9) . . ? C6 C5 C4 121.6(10) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C7 121.1(10) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C8 118.5(10) . . ? C6 C7 C10 121.0(11) . . ? C8 C7 C10 120.4(11) . . ? C9 C8 C7 120.8(10) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C4 120.7(10) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.7 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C15 C11 C12 108.1(9) . . ? C15 C11 W1 74.1(6) . . ? C12 C11 W1 71.9(6) . . ? C15 C11 H11 125.9 . . ? C12 C11 H11 125.9 . . ? W1 C11 H11 119.9 . . ? C11 C12 C13 108.0(10) . . ? C11 C12 W1 72.1(6) . . ? C13 C12 W1 74.7(6) . . ? C11 C12 H12 126 . . ? C13 C12 H12 126 . . ? W1 C12 H12 119.1 . . ? C14 C13 C12 106.9(9) . . ? C14 C13 W1 72.2(6) . . ? C12 C13 W1 69.6(6) . . ? C14 C13 H13 126.5 . . ? C12 C13 H13 126.5 . . ? W1 C13 H13 123.4 . . ? C13 C14 C15 108.6(10) . . ? C13 C14 W1 73.1(6) . . ? C15 C14 W1 71.9(6) . . ? C13 C14 H14 125.7 . . ? C15 C14 H14 125.7 . . ? W1 C14 H14 121 . . ? C11 C15 C14 108.3(9) . . ? C11 C15 W1 70.9(6) . . ? C14 C15 W1 72.9(6) . . ? C11 C15 H15 125.9 . . ? C14 C15 H15 125.9 . . ? W1 C15 H15 122 . . ? C20 C16 C17 108.5(11) . . ? C20 C16 W2 71.1(7) . . ? C17 C16 W2 75.1(6) . . ? C20 C16 H16 125.7 . . ? C17 C16 H16 125.7 . . ? W2 C16 H16 119.8 . . ? C18 C17 C16 107.2(11) . . ? C18 C17 W2 70.9(6) . . ? C16 C17 W2 70.9(6) . . ? C18 C17 H17 126.4 . . ? C16 C17 H17 126.4 . . ? W2 C17 H17 123.4 . . ? C17 C18 C19 109.1(11) . . ? C17 C18 W2 75.4(6) . . ? C19 C18 W2 71.6(6) . . ? C17 C18 H18 125.4 . . ? C19 C18 H18 125.4 . . ? W2 C18 H18 119.4 . . ? C18 C19 C20 105.6(10) . . ? C18 C19 W2 73.7(6) . . ? C20 C19 W2 71.5(7) . . ? C18 C19 H19 127.2 . . ? C20 C19 H19 127.2 . . ? W2 C19 H19 119.6 . . ? C16 C20 C19 109.5(11) . . ? C16 C20 W2 75.2(7) . . ? C19 C20 W2 73.1(7) . . ? C16 C20 H20 125.2 . . ? C19 C20 H20 125.2 . . ? W2 C20 H20 118.2 . . ? C26 C21 C22 109.7(8) . . ? C26 C21 P1 115.8(7) . . ? C22 C21 P1 112.0(7) . . ? C26 C21 H21 106.2 . . ? C22 C21 H21 106.2 . . ? P1 C21 H21 106.2 . . ? C21 C22 C23 110.9(8) . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108 . . ? C24 C23 C22 110.7(8) . . ? C24 C23 H23A 109.5 . . ? C22 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? C23 C24 C25 110.5(9) . . ? C23 C24 H24A 109.6 . . ? C25 C24 H24A 109.6 . . ? C23 C24 H24B 109.6 . . ? C25 C24 H24B 109.6 . . ? H24A C24 H24B 108.1 . . ? C24 C25 C26 110.0(9) . . ? C24 C25 H25A 109.7 . . ? C26 C25 H25A 109.7 . . ? C24 C25 H25B 109.7 . . ? C26 C25 H25B 109.7 . . ? H25A C25 H25B 108.2 . . ? C21 C26 C25 111.1(8) . . ? C21 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? C21 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108 . . ? C32 C27 C28 110.5(8) . . ? C32 C27 P1 115.5(7) . . ? C28 C27 P1 114.4(7) . . ? C32 C27 H27 105.1 . . ? C28 C27 H27 105.1 . . ? P1 C27 H27 105.1 . . ? C29 C28 C27 110.1(8) . . ? C29 C28 H28A 109.6 . . ? C27 C28 H28A 109.6 . . ? C29 C28 H28B 109.6 . . ? C27 C28 H28B 109.6 . . ? H28A C28 H28B 108.2 . . ? C28 C29 C30 110.8(9) . . ? C28 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? C31 C30 C29 112.7(9) . . ? C31 C30 H30A 109.1 . . ? C29 C30 H30A 109.1 . . ? C31 C30 H30B 109.1 . . ? C29 C30 H30B 109.1 . . ? H30A C30 H30B 107.8 . . ? C30 C31 C32 110.6(8) . . ? C30 C31 H31A 109.5 . . ? C32 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? C27 C32 C31 110.5(8) . . ? C27 C32 H32A 109.5 . . ? C31 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? Cl2 C33 Cl1 112.4(7) . . ? Cl2 C33 H33A 109.1 . . ? Cl1 C33 H33A 109.1 . . ? Cl2 C33 H33B 109.1 . . ? Cl1 C33 H33B 109.1 . . ? H33A C33 H33B 107.9 . . ? # END of CIF