# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Gerard Parkin' 'Mu-Hyun Baik' 'Brian M. Bridgewater' 'David G. Churchill' 'Richard A. Friesner' 'Tony Hascall' 'Jun Ho Shin' _publ_contact_author_name 'Prof Gerard Parkin' _publ_contact_author_address ; Department of Chemistry Columbia University MC3115 3000 Broadway New York New York 10027 UNITED STATES OF AMERICA ; _publ_contact_author_email 'PARKIN@CHEM.COLUMBIA.EDU' _publ_requested_journal 'Chemical Communications' _publ_section_title ; A Non Classical Hydrogen Bond in the Molybdenum Arene Complex [h6-C6H5C6H3(Ph)OH]Mo(PMe3)3: Evidence that Hydrogen Bonding Facilitates Oxidative Addition of the OH Bond ; data_ars10 _database_code_CSD 193307 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Mo O P2' _chemical_formula_weight 494.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Mo' 'Mo' -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.5855(14) _cell_length_b 16.018(2) _cell_length_c 14.007(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.515(3) _cell_angle_gamma 90.00 _cell_volume 2374.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.383 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 0.699 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8178 _exptl_absorpt_correction_T_max 0.9659 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17603 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_sigmaI/netI 0.0706 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.27 _reflns_number_total 5466 _reflns_number_gt 3685 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1070P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0000(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5466 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0993 _refine_ls_R_factor_gt 0.0631 _refine_ls_wR_factor_ref 0.1716 _refine_ls_wR_factor_gt 0.1497 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.315 _refine_ls_shift/su_mean 0.001 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 Mo Mo 0.31587(3) 0.19599(3) 0.37817(3) 0.03204(16) Uani 1 1 d . . . P1 P 0.37137(12) 0.32680(9) 0.45663(11) 0.0408(3) Uani 1 1 d . . . P2 P 0.31695(12) 0.25361(9) 0.21665(10) 0.0413(3) Uani 1 1 d . . . O O 0.1307(3) 0.25519(19) 0.3796(2) 0.0331(7) Uani 1 1 d . . . C11 C 0.3224(8) 0.3290(5) 0.5812(6) 0.085(2) Uani 1 1 d . . . H11A H 0.3378 0.3841 0.6075 0.127 Uiso 1 1 calc R . . H11B H 0.3704 0.2880 0.6173 0.127 Uiso 1 1 calc R . . H11C H 0.2331 0.3161 0.5849 0.127 Uiso 1 1 calc R . . C12 C 0.5363(5) 0.3550(5) 0.4667(5) 0.0692(19) Uani 1 1 d . . . H12A H 0.5699 0.3654 0.4036 0.104 Uiso 1 1 calc R . . H12B H 0.5829 0.3097 0.4966 0.104 Uiso 1 1 calc R . . H12C H 0.5447 0.4050 0.5053 0.104 Uiso 1 1 calc R . . C13 C 0.3024(6) 0.4230(4) 0.4130(6) 0.072(2) Uani 1 1 d . . . H13A H 0.3267 0.4686 0.4548 0.108 Uiso 1 1 calc R . . H13B H 0.2111 0.4179 0.4117 0.108 Uiso 1 1 calc R . . H13C H 0.3324 0.4340 0.3490 0.108 Uiso 1 1 calc R . . C21 C 0.3398(9) 0.1758(5) 0.1240(5) 0.090(3) Uani 1 1 d . . . H21A H 0.2858 0.1281 0.1361 0.135 Uiso 1 1 calc R . . H21B H 0.4274 0.1581 0.1240 0.135 Uiso 1 1 calc R . . H21C H 0.3182 0.1998 0.0623 0.135 Uiso 1 1 calc R . . C22 C 0.4366(7) 0.3291(6) 0.1820(6) 0.088(3) Uani 1 1 d . . . H22A H 0.5196 0.3038 0.1873 0.131 Uiso 1 1 calc R . . H22B H 0.4324 0.3774 0.2237 0.131 Uiso 1 1 calc R . . H22C H 0.4215 0.3465 0.1165 0.131 Uiso 1 1 calc R . . C23 C 0.1734(6) 0.3056(4) 0.1756(5) 0.0630(18) Uani 1 1 d . . . H23A H 0.1840 0.3239 0.1101 0.095 Uiso 1 1 calc R . . H23B H 0.1568 0.3536 0.2159 0.095 Uiso 1 1 calc R . . H23C H 0.1029 0.2670 0.1789 0.095 Uiso 1 1 calc R . . C31 C 0.1772(4) 0.0936(3) 0.4173(4) 0.0345(10) Uani 1 1 d . . . C32 C 0.2433(5) 0.0648(3) 0.3384(5) 0.0505(14) Uani 1 1 d . . . H32A H 0.1988 0.0555 0.2769 0.061 Uiso 1 1 calc R . . C33 C 0.3775(5) 0.0654(4) 0.3424(5) 0.0605(17) Uani 1 1 d . . . H33A H 0.4270 0.0547 0.2841 0.073 Uiso 1 1 calc R . . C34 C 0.4407(5) 0.0845(4) 0.4304(6) 0.0627(19) Uani 1 1 d . . . H34A H 0.5336 0.0912 0.4300 0.075 Uiso 1 1 calc R . . C35 C 0.3753(5) 0.1141(4) 0.5080(5) 0.0525(16) Uani 1 1 d . . . H35A H 0.4220 0.1396 0.5621 0.063 Uiso 1 1 calc R . . C36 C 0.2407(4) 0.1213(3) 0.5027(4) 0.0374(11) Uani 1 1 d . . . H36A H 0.1932 0.1490 0.5544 0.045 Uiso 1 1 calc R . . C41 C 0.0302(4) 0.2073(3) 0.3869(3) 0.0293(9) Uani 1 1 d . . . C42 C 0.0434(4) 0.1213(3) 0.4050(3) 0.0320(10) Uani 1 1 d . . . C43 C -0.0617(4) 0.0687(3) 0.4102(4) 0.0389(11) Uani 1 1 d . . . H43A H -0.0502 0.0113 0.4211 0.047 Uiso 1 1 calc R . . C44 C -0.1818(4) 0.1003(3) 0.3996(4) 0.0425(12) Uani 1 1 d . . . H44A H -0.2527 0.0653 0.4051 0.051 Uiso 1 1 calc R . . C45 C -0.1962(4) 0.1854(3) 0.3805(4) 0.0392(12) Uani 1 1 d . . . H45A H -0.2783 0.2068 0.3727 0.047 Uiso 1 1 calc R . . C46 C -0.0953(4) 0.2394(3) 0.3726(3) 0.0301(10) Uani 1 1 d . . . C51 C -0.1160(4) 0.3293(3) 0.3497(3) 0.0313(10) Uani 1 1 d . . . C52 C -0.0506(4) 0.3929(3) 0.3956(4) 0.0384(11) Uani 1 1 d . . . H52A H 0.0097 0.3795 0.4429 0.046 Uiso 1 1 calc R . . C53 C -0.0725(5) 0.4754(3) 0.3733(4) 0.0465(13) Uani 1 1 d . . . H53A H -0.0266 0.5176 0.4048 0.056 Uiso 1 1 calc R . . C54 C -0.1626(5) 0.4965(3) 0.3040(4) 0.0462(13) Uani 1 1 d . . . H54A H -0.1777 0.5527 0.2884 0.055 Uiso 1 1 calc R . . C55 C -0.2285(5) 0.4342(4) 0.2592(4) 0.0495(14) Uani 1 1 d . . . H55A H -0.2896 0.4480 0.2127 0.059 Uiso 1 1 calc R . . C56 C -0.2068(4) 0.3513(3) 0.2811(4) 0.0405(12) Uani 1 1 d . . . H56A H -0.2533 0.3094 0.2496 0.049 Uiso 1 1 calc R . . H H 0.451(5) 0.224(3) 0.345(4) 0.048(15) 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 Mo 0.0227(2) 0.0350(3) 0.0384(3) 0.00491(18) -0.00240(15) 0.00121(15) P1 0.0315(6) 0.0452(8) 0.0456(8) -0.0022(6) -0.0043(6) -0.0003(5) P2 0.0333(6) 0.0538(9) 0.0368(8) 0.0056(6) -0.0032(5) 0.0013(6) O 0.0208(13) 0.0304(18) 0.048(2) 0.0035(14) -0.0035(13) -0.0005(12) C11 0.100(6) 0.087(5) 0.068(5) -0.023(4) 0.023(4) -0.003(5) C12 0.040(3) 0.083(5) 0.084(5) -0.023(4) -0.011(3) -0.007(3) C13 0.066(4) 0.042(4) 0.108(6) 0.007(4) -0.023(4) -0.006(3) C21 0.131(7) 0.097(6) 0.042(4) -0.010(4) 0.003(4) 0.052(5) C22 0.062(4) 0.135(7) 0.066(5) 0.046(5) -0.010(4) -0.044(4) C23 0.058(4) 0.083(5) 0.048(4) 0.005(3) -0.011(3) 0.024(3) C31 0.033(2) 0.029(2) 0.042(3) 0.005(2) -0.005(2) -0.0024(19) C32 0.051(3) 0.035(3) 0.066(4) -0.004(3) 0.009(3) -0.001(2) C33 0.048(3) 0.043(3) 0.091(5) 0.002(3) 0.026(3) 0.005(3) C34 0.029(2) 0.051(4) 0.108(6) 0.028(4) 0.001(3) 0.008(2) C35 0.035(3) 0.052(3) 0.070(4) 0.026(3) -0.020(3) -0.001(2) C36 0.028(2) 0.044(3) 0.039(3) 0.014(2) -0.0081(19) -0.0026(19) C41 0.027(2) 0.035(3) 0.026(2) -0.0037(18) -0.0037(17) 0.0000(17) C42 0.026(2) 0.033(3) 0.037(3) -0.0020(19) -0.0075(18) -0.0024(18) C43 0.035(2) 0.034(3) 0.047(3) 0.000(2) -0.006(2) -0.003(2) C44 0.029(2) 0.043(3) 0.055(4) -0.005(2) -0.008(2) -0.008(2) C45 0.028(2) 0.042(3) 0.047(3) -0.010(2) -0.007(2) 0.0030(19) C46 0.0263(19) 0.033(3) 0.031(3) -0.0048(19) -0.0087(18) 0.0039(18) C51 0.028(2) 0.039(3) 0.027(2) -0.0005(19) -0.0009(18) 0.0045(18) C52 0.039(2) 0.040(3) 0.036(3) -0.001(2) -0.009(2) 0.004(2) C53 0.054(3) 0.042(3) 0.043(3) -0.004(2) -0.005(2) 0.002(2) C54 0.055(3) 0.041(3) 0.043(3) 0.007(2) 0.005(2) 0.012(3) C55 0.045(3) 0.055(4) 0.048(3) 0.007(3) -0.010(2) 0.013(3) C56 0.035(2) 0.051(3) 0.035(3) -0.004(2) -0.010(2) 0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo O 2.178(3) . ? Mo C33 2.249(6) . ? Mo C36 2.265(5) . ? Mo C31 2.272(5) . ? Mo C32 2.304(5) . ? Mo C35 2.324(5) . ? Mo C34 2.335(5) . ? Mo P1 2.4355(15) . ? Mo P2 2.4436(15) . ? P1 C12 1.808(5) . ? P1 C13 1.809(6) . ? P1 C11 1.824(8) . ? P2 C21 1.817(7) . ? P2 C22 1.820(6) . ? P2 C23 1.821(6) . ? O C41 1.316(5) . ? C31 C32 1.391(8) . ? C31 C36 1.437(7) . ? C31 C42 1.493(6) . ? C32 C33 1.422(8) . ? C33 C34 1.430(10) . ? C34 C35 1.377(9) . ? C35 C36 1.431(6) . ? C41 C42 1.407(6) . ? C41 C46 1.437(5) . ? C42 C43 1.398(6) . ? C43 C44 1.374(6) . ? C44 C45 1.398(7) . ? C45 C46 1.379(6) . ? C46 C51 1.491(6) . ? C51 C52 1.387(7) . ? C51 C56 1.399(6) . ? C52 C53 1.376(7) . ? C53 C54 1.396(7) . ? C54 C55 1.366(8) . ? C55 C56 1.382(7) . ? 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 O Mo C33 132.07(18) . . ? O Mo C36 84.29(14) . . ? C33 Mo C36 77.6(2) . . ? O Mo C31 74.26(14) . . ? C33 Mo C31 64.62(19) . . ? C36 Mo C31 36.93(17) . . ? O Mo C32 95.80(16) . . ? C33 Mo C32 36.4(2) . . ? C36 Mo C32 65.5(2) . . ? C31 Mo C32 35.39(19) . . ? O Mo C35 118.43(18) . . ? C33 Mo C35 64.7(3) . . ? C36 Mo C35 36.31(16) . . ? C31 Mo C35 64.83(17) . . ? C32 Mo C35 76.2(2) . . ? O Mo C34 146.82(17) . . ? C33 Mo C34 36.3(2) . . ? C36 Mo C34 63.7(2) . . ? C31 Mo C34 74.76(18) . . ? C32 Mo C34 64.2(2) . . ? C35 Mo C34 34.4(2) . . ? O Mo P1 80.49(9) . . ? C33 Mo P1 146.24(18) . . ? C36 Mo P1 101.07(14) . . ? C31 Mo P1 131.78(14) . . ? C32 Mo P1 166.47(16) . . ? C35 Mo P1 94.02(16) . . ? C34 Mo P1 112.51(18) . . ? O Mo P2 81.70(9) . . ? C33 Mo P2 98.13(19) . . ? C36 Mo P2 156.48(11) . . ? C31 Mo P2 120.30(12) . . ? C32 Mo P2 97.19(17) . . ? C35 Mo P2 159.06(17) . . ? C34 Mo P2 124.88(19) . . ? P1 Mo P2 95.15(5) . . ? C12 P1 C13 101.6(3) . . ? C12 P1 C11 101.7(4) . . ? C13 P1 C11 100.9(4) . . ? C12 P1 Mo 118.6(2) . . ? C13 P1 Mo 119.0(2) . . ? C11 P1 Mo 112.3(3) . . ? C21 P2 C22 99.7(4) . . ? C21 P2 C23 101.8(3) . . ? C22 P2 C23 101.1(4) . . ? C21 P2 Mo 113.8(3) . . ? C22 P2 Mo 120.5(2) . . ? C23 P2 Mo 117.0(2) . . ? C41 O Mo 118.3(3) . . ? C32 C31 C36 121.9(5) . . ? C32 C31 C42 119.4(5) . . ? C36 C31 C42 116.1(4) . . ? C32 C31 Mo 73.6(3) . . ? C36 C31 Mo 71.3(3) . . ? C42 C31 Mo 111.9(3) . . ? C31 C32 C33 118.4(6) . . ? C31 C32 Mo 71.0(3) . . ? C33 C32 Mo 69.7(3) . . ? C32 C33 C34 119.7(6) . . ? C32 C33 Mo 74.0(3) . . ? C34 C33 Mo 75.1(4) . . ? C35 C34 C33 121.3(5) . . ? C35 C34 Mo 72.4(3) . . ? C33 C34 Mo 68.6(3) . . ? C34 C35 C36 119.6(6) . . ? C34 C35 Mo 73.3(3) . . ? C36 C35 Mo 69.6(3) . . ? C35 C36 C31 118.4(5) . . ? C35 C36 Mo 74.1(3) . . ? C31 C36 Mo 71.8(3) . . ? O C41 C42 120.4(4) . . ? O C41 C46 121.8(4) . . ? C42 C41 C46 117.7(4) . . ? C43 C42 C41 121.5(4) . . ? C43 C42 C31 124.7(4) . . ? C41 C42 C31 113.8(4) . . ? C44 C43 C42 120.5(5) . . ? C43 C44 C45 118.6(4) . . ? C46 C45 C44 122.9(4) . . ? C45 C46 C41 118.7(4) . . ? C45 C46 C51 120.7(4) . . ? C41 C46 C51 120.6(4) . . ? C52 C51 C56 118.0(5) . . ? C52 C51 C46 122.6(4) . . ? C56 C51 C46 119.3(4) . . ? C53 C52 C51 121.2(5) . . ? C52 C53 C54 120.2(5) . . ? C55 C54 C53 119.1(5) . . ? C54 C55 C56 121.1(5) . . ? C55 C56 C51 120.5(5) . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.927 _refine_diff_density_max 1.278 _refine_diff_density_min -2.267 _refine_diff_density_rms 0.137 data_mops10 _database_code_CSD 193308 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H41 Mo O P3' _chemical_formula_weight 570.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Mo' 'Mo' -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.3296(7) _cell_length_b 20.6245(18) _cell_length_c 16.2550(14) _cell_angle_alpha 90.00 _cell_angle_beta 95.106(2) _cell_angle_gamma 90.00 _cell_volume 2781.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 0.661 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8791 _exptl_absorpt_correction_T_max 0.9368 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20599 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.30 _reflns_number_total 6451 _reflns_number_gt 5150 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0438P)^2^+1.2120P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00000(18) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6451 _refine_ls_number_parameters 303 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0435 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0842 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 1.642 _refine_ls_shift/su_mean 0.006 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 Mo Mo 0.181193(18) 0.251019(8) 0.501217(10) 0.02275(7) Uani 1 1 d . . . P1 P -0.01483(6) 0.28258(3) 0.59821(3) 0.03132(13) Uani 1 1 d . . . P2 P 0.01912(7) 0.16584(3) 0.42853(4) 0.03071(13) Uani 1 1 d . . . P3 P 0.05961(7) 0.33031(3) 0.40194(3) 0.03050(13) Uani 1 1 d . . . O O 0.13957(18) 0.13735(8) 0.66365(10) 0.0351(4) Uani 1 1 d . . . H H 0.141(3) 0.1654(14) 0.6283(17) 0.051(9) Uiso 1 1 d . . . C11 C -0.1884(3) 0.23125(17) 0.6154(2) 0.0578(8) Uani 1 1 d . . . H11A H -0.2416 0.2480 0.6617 0.087 Uiso 1 1 calc R . . H11B H -0.1519 0.1873 0.6274 0.087 Uiso 1 1 calc R . . H11C H -0.2635 0.2313 0.5662 0.087 Uiso 1 1 calc R . . C12 C -0.1234(4) 0.36042(15) 0.59037(17) 0.0582(8) Uani 1 1 d . . . H12A H -0.1875 0.3628 0.5376 0.087 Uiso 1 1 calc R . . H12B H -0.0464 0.3958 0.5947 0.087 Uiso 1 1 calc R . . H12C H -0.1936 0.3637 0.6347 0.087 Uiso 1 1 calc R . . C13 C 0.0672(3) 0.29256(16) 0.70680(15) 0.0542(8) Uani 1 1 d . . . H13A H -0.0167 0.3085 0.7392 0.081 Uiso 1 1 calc R . . H13B H 0.1557 0.3233 0.7096 0.081 Uiso 1 1 calc R . . H13C H 0.1059 0.2511 0.7286 0.081 Uiso 1 1 calc R . . C21 C -0.2024(3) 0.16059(15) 0.4181(2) 0.0575(8) Uani 1 1 d . . . H21A H -0.2473 0.2013 0.3968 0.086 Uiso 1 1 calc R . . H21B H -0.2405 0.1519 0.4717 0.086 Uiso 1 1 calc R . . H21C H -0.2361 0.1258 0.3803 0.086 Uiso 1 1 calc R . . C22 C 0.0578(3) 0.08184(12) 0.46176(17) 0.0482(6) Uani 1 1 d . . . H22A H -0.0023 0.0526 0.4238 0.072 Uiso 1 1 calc R . . H22B H 0.0242 0.0759 0.5169 0.072 Uiso 1 1 calc R . . H22C H 0.1721 0.0726 0.4621 0.072 Uiso 1 1 calc R . . C23 C 0.0531(4) 0.15709(14) 0.31876(16) 0.0528(7) Uani 1 1 d . . . H23A H 0.1679 0.1547 0.3132 0.079 Uiso 1 1 calc R . . H23B H 0.0078 0.1942 0.2882 0.079 Uiso 1 1 calc R . . H23C H 0.0014 0.1178 0.2970 0.079 Uiso 1 1 calc R . . C31 C -0.1543(3) 0.32864(13) 0.36224(16) 0.0461(6) Uani 1 1 d . . . H31A H -0.1802 0.3677 0.3305 0.069 Uiso 1 1 calc R . . H31B H -0.2209 0.3264 0.4082 0.069 Uiso 1 1 calc R . . H31C H -0.1746 0.2909 0.3272 0.069 Uiso 1 1 calc R . . C32 C 0.0808(3) 0.41701(12) 0.42821(17) 0.0451(6) Uani 1 1 d . . . H32A H 0.1931 0.4267 0.4443 0.068 Uiso 1 1 calc R . . H32B H 0.0168 0.4269 0.4736 0.068 Uiso 1 1 calc R . . H32C H 0.0436 0.4430 0.3805 0.068 Uiso 1 1 calc R . . C33 C 0.1498(3) 0.33421(14) 0.30291(15) 0.0494(7) Uani 1 1 d . . . H33A H 0.0937 0.3665 0.2678 0.074 Uiso 1 1 calc R . . H33B H 0.1405 0.2922 0.2760 0.074 Uiso 1 1 calc R . . H33C H 0.2626 0.3460 0.3127 0.074 Uiso 1 1 calc R . . C41 C 0.3787(2) 0.18106(11) 0.56000(13) 0.0298(4) Uani 1 1 d . . . C42 C 0.3724(2) 0.23892(11) 0.60870(15) 0.0324(5) Uani 1 1 d . . . H42A H 0.3385 0.2357 0.6654 0.039 Uiso 1 1 calc R . . C43 C 0.3959(2) 0.30155(12) 0.57426(15) 0.0360(5) Uani 1 1 d . . . H43A H 0.3774 0.3409 0.6070 0.043 Uiso 1 1 calc R . . C44 C 0.4122(2) 0.30700(12) 0.48901(16) 0.0391(5) Uani 1 1 d . . . H44A H 0.4069 0.3503 0.4627 0.047 Uiso 1 1 calc R . . C45 C 0.4164(3) 0.25047(12) 0.43851(17) 0.0396(6) Uani 1 1 d . . . H45A H 0.4134 0.2550 0.3778 0.047 Uiso 1 1 calc R . . C46 C 0.3973(2) 0.18878(12) 0.47388(14) 0.0341(5) Uani 1 1 d . . . H46A H 0.3793 0.1508 0.4369 0.041 Uiso 1 1 calc R . . C51 C 0.2656(2) 0.09714(11) 0.65225(13) 0.0308(5) Uani 1 1 d . . . C52 C 0.3824(2) 0.11635(11) 0.59959(13) 0.0307(4) Uani 1 1 d . . . C53 C 0.5051(3) 0.07215(12) 0.58665(16) 0.0402(5) Uani 1 1 d . . . H53A H 0.5817 0.0828 0.5498 0.048 Uiso 1 1 calc R . . C54 C 0.5160(3) 0.01306(13) 0.62700(18) 0.0463(6) Uani 1 1 d . . . H54A H 0.5996 -0.0159 0.6177 0.056 Uiso 1 1 calc R . . C55 C 0.4035(3) -0.00332(12) 0.68099(16) 0.0415(6) Uani 1 1 d . . . H55A H 0.4138 -0.0429 0.7096 0.050 Uiso 1 1 calc R . . C56 C 0.2742(3) 0.03788(11) 0.69404(14) 0.0336(5) Uani 1 1 d . . . C61 C 0.1548(3) 0.01912(11) 0.75262(14) 0.0343(5) Uani 1 1 d . . . C62 C 0.2059(3) -0.00855(12) 0.82869(16) 0.0454(6) Uani 1 1 d . . . H62A H 0.3166 -0.0156 0.8423 0.055 Uiso 1 1 calc R . . C63 C 0.0977(4) -0.02586(13) 0.88462(17) 0.0544(7) Uani 1 1 d . . . H63A H 0.1356 -0.0438 0.9359 0.065 Uiso 1 1 calc R . . C64 C -0.0657(4) -0.01688(13) 0.86560(17) 0.0508(7) Uani 1 1 d . . . H64A H -0.1394 -0.0285 0.9036 0.061 Uiso 1 1 calc R . . C65 C -0.1190(3) 0.00930(13) 0.79049(17) 0.0468(6) Uani 1 1 d . . . H65A H -0.2301 0.0148 0.7768 0.056 Uiso 1 1 calc R . . C66 C -0.0110(3) 0.02773(12) 0.73446(15) 0.0382(5) Uani 1 1 d . . . H66A H -0.0499 0.0462 0.6837 0.046 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 Mo 0.01796(9) 0.02648(11) 0.02377(10) 0.00033(7) 0.00165(6) 0.00036(6) P1 0.0265(3) 0.0403(3) 0.0276(3) 0.0025(2) 0.0050(2) 0.0083(2) P2 0.0290(3) 0.0305(3) 0.0320(3) -0.0017(2) -0.0013(2) -0.0030(2) P3 0.0315(3) 0.0319(3) 0.0274(3) 0.0039(2) -0.0011(2) -0.0011(2) O 0.0336(8) 0.0325(9) 0.0400(9) 0.0090(7) 0.0080(7) 0.0094(7) C11 0.0366(13) 0.076(2) 0.0642(19) 0.0059(16) 0.0226(13) -0.0043(13) C12 0.0665(18) 0.0639(19) 0.0469(16) 0.0100(14) 0.0208(13) 0.0348(15) C13 0.0552(16) 0.077(2) 0.0301(12) -0.0075(13) 0.0029(11) 0.0230(15) C21 0.0332(13) 0.0557(18) 0.082(2) -0.0062(16) -0.0049(13) -0.0125(12) C22 0.0612(16) 0.0334(13) 0.0473(15) 0.0002(11) -0.0110(12) -0.0043(12) C23 0.0743(19) 0.0494(16) 0.0340(13) -0.0078(12) 0.0006(13) -0.0089(14) C31 0.0422(13) 0.0466(15) 0.0460(14) 0.0084(12) -0.0155(11) -0.0015(11) C32 0.0502(14) 0.0355(13) 0.0488(15) 0.0033(11) -0.0001(12) -0.0021(11) C33 0.0663(17) 0.0535(17) 0.0293(12) 0.0082(11) 0.0091(12) -0.0043(14) C41 0.0186(9) 0.0348(12) 0.0356(11) 0.0027(9) 0.0001(8) 0.0044(8) C42 0.0226(9) 0.0382(13) 0.0351(12) -0.0013(9) -0.0035(8) 0.0016(8) C43 0.0242(10) 0.0355(12) 0.0470(13) -0.0028(10) -0.0045(9) -0.0034(9) C44 0.0244(10) 0.0388(13) 0.0542(14) 0.0076(11) 0.0047(10) -0.0052(9) C45 0.0256(11) 0.0524(15) 0.0423(14) 0.0076(11) 0.0115(10) 0.0038(10) C46 0.0240(9) 0.0400(13) 0.0391(12) -0.0017(10) 0.0070(8) 0.0057(9) C51 0.0281(10) 0.0315(11) 0.0319(11) -0.0031(9) -0.0031(8) 0.0051(8) C52 0.0251(9) 0.0338(12) 0.0323(11) -0.0034(9) -0.0031(8) 0.0034(8) C53 0.0288(10) 0.0417(14) 0.0501(14) -0.0034(11) 0.0034(10) 0.0082(10) C54 0.0368(12) 0.0374(14) 0.0644(17) -0.0041(12) 0.0025(12) 0.0138(11) C55 0.0391(12) 0.0311(12) 0.0528(15) 0.0017(11) -0.0041(11) 0.0056(10) C56 0.0320(10) 0.0316(12) 0.0356(12) -0.0020(9) -0.0055(9) 0.0007(9) C61 0.0396(12) 0.0254(11) 0.0367(12) -0.0012(9) -0.0035(9) -0.0028(9) C62 0.0489(14) 0.0363(14) 0.0482(15) 0.0098(12) -0.0117(11) -0.0077(11) C63 0.077(2) 0.0426(16) 0.0422(15) 0.0150(12) -0.0028(13) -0.0124(14) C64 0.0651(17) 0.0394(15) 0.0496(16) 0.0037(12) 0.0147(13) -0.0082(13) C65 0.0459(14) 0.0396(14) 0.0563(16) -0.0008(12) 0.0119(12) 0.0008(11) C66 0.0410(12) 0.0354(13) 0.0378(12) -0.0005(10) 0.0014(10) 0.0029(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo C44 2.268(2) . ? Mo C42 2.271(2) . ? Mo C46 2.287(2) . ? Mo C45 2.288(2) . ? Mo C43 2.306(2) . ? Mo C41 2.328(2) . ? Mo P3 2.4522(6) . ? Mo P2 2.4538(6) . ? Mo P1 2.4564(6) . ? P1 C11 1.833(3) . ? P1 C12 1.842(3) . ? P1 C13 1.847(3) . ? P2 C22 1.835(3) . ? P2 C23 1.840(3) . ? P2 C21 1.841(3) . ? P3 C33 1.838(2) . ? P3 C31 1.841(2) . ? P3 C32 1.843(3) . ? O C51 1.363(2) . ? C41 C46 1.431(3) . ? C41 C42 1.435(3) . ? C41 C52 1.481(3) . ? C42 C43 1.428(3) . ? C43 C44 1.409(3) . ? C44 C45 1.428(4) . ? C45 C46 1.411(3) . ? C51 C56 1.397(3) . ? C51 C52 1.409(3) . ? C52 C53 1.400(3) . ? C53 C54 1.383(4) . ? C54 C55 1.381(4) . ? C55 C56 1.402(3) . ? C56 C61 1.488(3) . ? C61 C62 1.394(3) . ? C61 C66 1.398(3) . ? C62 C63 1.383(4) . ? C63 C64 1.381(4) . ? C64 C65 1.372(4) . ? C65 C66 1.389(3) . ? 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 C44 Mo C42 65.22(9) . . ? C44 Mo C46 65.16(9) . . ? C42 Mo C46 65.00(8) . . ? C44 Mo C45 36.54(9) . . ? C42 Mo C45 76.85(9) . . ? C46 Mo C45 35.93(8) . . ? C44 Mo C43 35.87(9) . . ? C42 Mo C43 36.36(8) . . ? C46 Mo C43 76.46(8) . . ? C45 Mo C43 64.91(9) . . ? C44 Mo C41 77.14(8) . . ? C42 Mo C41 36.35(8) . . ? C46 Mo C41 36.11(8) . . ? C45 Mo C41 65.03(8) . . ? C43 Mo C41 65.26(8) . . ? C44 Mo P3 84.66(6) . . ? C42 Mo P3 143.13(6) . . ? C46 Mo P3 122.19(6) . . ? C45 Mo P3 91.72(7) . . ? C43 Mo P3 107.06(6) . . ? C41 Mo P3 156.73(5) . . ? C44 Mo P2 139.21(7) . . ? C42 Mo P2 127.59(6) . . ? C46 Mo P2 85.03(6) . . ? C45 Mo P2 103.78(7) . . ? C43 Mo P2 160.03(6) . . ? C41 Mo P2 95.29(6) . . ? P3 Mo P2 89.04(2) . . ? C44 Mo P1 122.61(7) . . ? C42 Mo P1 89.77(6) . . ? C46 Mo P1 148.57(6) . . ? C45 Mo P1 158.73(7) . . ? C43 Mo P1 94.54(6) . . ? C41 Mo P1 112.74(5) . . ? P3 Mo P1 89.23(2) . . ? P2 Mo P1 97.48(2) . . ? C11 P1 C12 97.17(15) . . ? C11 P1 C13 98.54(15) . . ? C12 P1 C13 96.12(14) . . ? C11 P1 Mo 121.54(11) . . ? C12 P1 Mo 122.48(9) . . ? C13 P1 Mo 115.62(9) . . ? C22 P2 C23 98.91(13) . . ? C22 P2 C21 96.89(14) . . ? C23 P2 C21 98.29(15) . . ? C22 P2 Mo 117.36(9) . . ? C23 P2 Mo 114.31(9) . . ? C21 P2 Mo 126.18(10) . . ? C33 P3 C31 98.74(13) . . ? C33 P3 C32 97.03(13) . . ? C31 P3 C32 99.74(12) . . ? C33 P3 Mo 115.38(10) . . ? C31 P3 Mo 123.26(9) . . ? C32 P3 Mo 117.98(9) . . ? C46 C41 C42 117.4(2) . . ? C46 C41 C52 121.7(2) . . ? C42 C41 C52 120.65(19) . . ? C46 C41 Mo 70.36(12) . . ? C42 C41 Mo 69.64(12) . . ? C52 C41 Mo 136.35(14) . . ? C43 C42 C41 121.5(2) . . ? C43 C42 Mo 73.15(13) . . ? C41 C42 Mo 74.01(12) . . ? C44 C43 C42 119.1(2) . . ? C44 C43 Mo 70.61(13) . . ? C42 C43 Mo 70.48(12) . . ? C43 C44 C45 120.6(2) . . ? C43 C44 Mo 73.52(12) . . ? C45 C44 Mo 72.48(13) . . ? C46 C45 C44 119.5(2) . . ? C46 C45 Mo 71.99(12) . . ? C44 C45 Mo 70.98(12) . . ? C45 C46 C41 121.7(2) . . ? C45 C46 Mo 72.08(13) . . ? C41 C46 Mo 73.53(12) . . ? O C51 C56 118.2(2) . . ? O C51 C52 119.6(2) . . ? C56 C51 C52 122.2(2) . . ? C53 C52 C51 117.5(2) . . ? C53 C52 C41 120.6(2) . . ? C51 C52 C41 121.92(19) . . ? C54 C53 C52 121.4(2) . . ? C55 C54 C53 119.8(2) . . ? C54 C55 C56 121.4(2) . . ? C51 C56 C55 117.6(2) . . ? C51 C56 C61 122.0(2) . . ? C55 C56 C61 120.3(2) . . ? C62 C61 C66 117.2(2) . . ? C62 C61 C56 120.4(2) . . ? C66 C61 C56 122.4(2) . . ? C63 C62 C61 121.6(3) . . ? C64 C63 C62 120.3(3) . . ? C65 C64 C63 119.1(3) . . ? C64 C65 C66 121.0(3) . . ? C65 C66 C61 120.8(2) . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 0.529 _refine_diff_density_min -0.886 _refine_diff_density_rms 0.071 data_woars10 _database_code_CSD 193309 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 O P2 W' _chemical_formula_weight 582.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.5899(5) _cell_length_b 15.9694(7) _cell_length_c 14.0653(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.5850(10) _cell_angle_gamma 90.00 _cell_volume 2378.52(18) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 5.003 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.3153 _exptl_absorpt_correction_T_max 0.6346 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17646 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5511 _reflns_number_gt 4488 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0218P)^2^+0.6641P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5511 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0506 _refine_ls_wR_factor_gt 0.0475 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W W 0.311971(11) 0.195090(7) 0.874695(9) 0.03132(5) Uani 1 1 d . . . H1 H 0.457(3) 0.211(2) 0.848(2) 0.055(10) Uiso 1 1 d . . . O O 0.12912(18) 0.25475(12) 0.87520(14) 0.0321(4) Uani 1 1 d . . . P1 P 0.36483(8) 0.32598(5) 0.95456(6) 0.0394(2) Uani 1 1 d . . . P2 P 0.31437(8) 0.25544(6) 0.71505(6) 0.0399(2) Uani 1 1 d . . . C11 C 0.3171(5) 0.3275(3) 1.0781(3) 0.0797(15) Uani 1 1 d . . . H11A H 0.3590 0.2824 1.1123 0.120 Uiso 1 1 calc R . . H11B H 0.2263 0.3202 1.0817 0.120 Uiso 1 1 calc R . . H11C H 0.3404 0.3807 1.1065 0.120 Uiso 1 1 calc R . . C12 C 0.5309(4) 0.3537(3) 0.9661(3) 0.0704(13) Uani 1 1 d . . . H12A H 0.5397 0.4017 1.0079 0.106 Uiso 1 1 calc R . . H12B H 0.5641 0.3674 0.9040 0.106 Uiso 1 1 calc R . . H12C H 0.5775 0.3067 0.9926 0.106 Uiso 1 1 calc R . . C13 C 0.2956(4) 0.4247(2) 0.9139(3) 0.0664(11) Uani 1 1 d . . . H13A H 0.2068 0.4163 0.8991 0.100 Uiso 1 1 calc R . . H13B H 0.3390 0.4436 0.8574 0.100 Uiso 1 1 calc R . . H13C H 0.3043 0.4665 0.9635 0.100 Uiso 1 1 calc R . . C21 C 0.4358(4) 0.3316(3) 0.6827(3) 0.0872(16) Uani 1 1 d . . . H21A H 0.5186 0.3063 0.6901 0.131 Uiso 1 1 calc R . . H21B H 0.4299 0.3802 0.7238 0.131 Uiso 1 1 calc R . . H21C H 0.4233 0.3486 0.6171 0.131 Uiso 1 1 calc R . . C22 C 0.3348(6) 0.1786(3) 0.6209(3) 0.0873(17) Uani 1 1 d . . . H22A H 0.2686 0.1368 0.6247 0.131 Uiso 1 1 calc R . . H22B H 0.4164 0.1518 0.6282 0.131 Uiso 1 1 calc R . . H22C H 0.3301 0.2064 0.5596 0.131 Uiso 1 1 calc R . . C23 C 0.1727(4) 0.3098(2) 0.6744(3) 0.0596(11) Uani 1 1 d . . . H23A H 0.1814 0.3247 0.6079 0.089 Uiso 1 1 calc R . . H23B H 0.1611 0.3602 0.7118 0.089 Uiso 1 1 calc R . . H23C H 0.1000 0.2734 0.6817 0.089 Uiso 1 1 calc R . . C31 C 0.1710(3) 0.09258(18) 0.9153(2) 0.0341(7) Uani 1 1 d . . . C32 C 0.2340(3) 0.06623(19) 0.8335(3) 0.0457(8) Uani 1 1 d . . . H32A H 0.1868 0.0590 0.7730 0.055 Uiso 1 1 calc R . . C33 C 0.3685(4) 0.0642(2) 0.8342(3) 0.0617(11) Uani 1 1 d . . . H33A H 0.4150 0.0540 0.7746 0.074 Uiso 1 1 calc R . . C34 C 0.4354(4) 0.0796(2) 0.9205(4) 0.0661(13) Uani 1 1 d . . . H34A H 0.5284 0.0852 0.9176 0.079 Uiso 1 1 calc R . . C35 C 0.3747(3) 0.1114(2) 0.9996(3) 0.0543(10) Uani 1 1 d . . . H35A H 0.4248 0.1356 1.0527 0.065 Uiso 1 1 calc R . . C36 C 0.2399(3) 0.12044(19) 0.9982(2) 0.0369(7) Uani 1 1 d . . . H36A H 0.1959 0.1483 1.0512 0.044 Uiso 1 1 calc R . . C41 C 0.0260(3) 0.20799(17) 0.88506(19) 0.0293(6) Uani 1 1 d . . . C42 C 0.0383(3) 0.12155(18) 0.9059(2) 0.0297(6) Uani 1 1 d . . . C43 C -0.0663(3) 0.07031(19) 0.9141(2) 0.0375(7) Uani 1 1 d . . . H43A H -0.0559 0.0129 0.9266 0.045 Uiso 1 1 calc R . . C44 C -0.1864(3) 0.1037(2) 0.9038(2) 0.0423(8) Uani 1 1 d . . . H44A H -0.2578 0.0694 0.9111 0.051 Uiso 1 1 calc R . . C45 C -0.2005(3) 0.18749(19) 0.8826(2) 0.0386(7) Uani 1 1 d . . . H45A H -0.2824 0.2093 0.8748 0.046 Uiso 1 1 calc R . . C46 C -0.0975(3) 0.24114(18) 0.87255(19) 0.0292(6) Uani 1 1 d . . . C51 C -0.1180(3) 0.33081(19) 0.8478(2) 0.0306(6) Uani 1 1 d . . . C52 C -0.0528(3) 0.39488(19) 0.8946(2) 0.0382(7) Uani 1 1 d . . . H52A H 0.0066 0.3815 0.9424 0.046 Uiso 1 1 calc R . . C53 C -0.0746(3) 0.4774(2) 0.8716(2) 0.0432(8) Uani 1 1 d . . . H53A H -0.0300 0.5197 0.9041 0.052 Uiso 1 1 calc R . . C54 C -0.1609(4) 0.4989(2) 0.8016(2) 0.0474(9) Uani 1 1 d . . . H54A H -0.1741 0.5553 0.7854 0.057 Uiso 1 1 calc R . . C55 C -0.2273(3) 0.4363(2) 0.7561(2) 0.0495(9) Uani 1 1 d . . . H55A H -0.2881 0.4502 0.7095 0.059 Uiso 1 1 calc R . . C56 C -0.2054(3) 0.3536(2) 0.7781(2) 0.0401(8) Uani 1 1 d . . . H56A H -0.2504 0.3117 0.7454 0.048 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 W 0.02308(7) 0.02973(7) 0.04122(7) 0.00634(6) 0.00375(5) 0.00133(5) O 0.0225(11) 0.0288(11) 0.0450(12) 0.0038(9) 0.0038(9) -0.0003(8) P1 0.0336(5) 0.0375(5) 0.0472(5) -0.0005(4) 0.0022(4) 0.0001(3) P2 0.0341(5) 0.0459(5) 0.0398(4) 0.0049(4) 0.0037(4) 0.0013(4) C11 0.112(4) 0.066(3) 0.061(3) -0.015(2) 0.026(3) 0.005(3) C12 0.046(3) 0.070(3) 0.096(3) -0.026(2) -0.009(2) -0.010(2) C13 0.071(3) 0.035(2) 0.093(3) 0.000(2) -0.009(2) 0.0013(19) C21 0.064(3) 0.125(4) 0.072(3) 0.043(3) 0.002(2) -0.033(3) C22 0.132(5) 0.085(3) 0.045(2) -0.003(2) 0.011(3) 0.043(3) C23 0.056(3) 0.073(3) 0.050(2) 0.0117(19) -0.0071(18) 0.016(2) C31 0.0311(17) 0.0230(15) 0.0483(17) 0.0071(13) 0.0030(14) 0.0000(12) C32 0.047(2) 0.0266(17) 0.064(2) -0.0027(15) 0.0083(17) -0.0003(14) C33 0.048(2) 0.035(2) 0.103(3) 0.008(2) 0.033(2) 0.0096(17) C34 0.031(2) 0.047(2) 0.121(4) 0.035(2) 0.006(2) 0.0104(17) C35 0.037(2) 0.048(2) 0.078(3) 0.0289(19) -0.0122(19) -0.0056(16) C36 0.0266(16) 0.0380(18) 0.0461(18) 0.0152(14) -0.0026(14) -0.0025(13) C41 0.0299(16) 0.0294(16) 0.0288(14) -0.0021(11) 0.0014(12) -0.0011(12) C42 0.0269(16) 0.0281(15) 0.0341(15) -0.0004(11) -0.0002(12) 0.0000(12) C43 0.0363(18) 0.0290(16) 0.0470(18) -0.0002(13) -0.0057(14) -0.0054(13) C44 0.0297(18) 0.0389(19) 0.058(2) -0.0040(15) 0.0001(15) -0.0101(14) C45 0.0258(17) 0.0415(19) 0.0486(18) -0.0037(15) -0.0021(14) 0.0007(13) C46 0.0266(16) 0.0302(16) 0.0309(15) -0.0047(12) -0.0003(12) -0.0003(12) C51 0.0243(16) 0.0337(16) 0.0337(15) -0.0010(12) 0.0070(12) 0.0056(12) C52 0.0389(19) 0.0378(18) 0.0379(16) -0.0011(13) 0.0004(14) -0.0003(14) C53 0.053(2) 0.0337(18) 0.0435(18) -0.0026(14) 0.0060(16) -0.0003(15) C54 0.056(2) 0.0360(19) 0.050(2) 0.0057(15) 0.0129(17) 0.0143(16) C55 0.047(2) 0.056(2) 0.0456(19) 0.0063(17) -0.0059(17) 0.0148(18) C56 0.0368(19) 0.0398(19) 0.0435(18) -0.0047(14) -0.0051(14) 0.0088(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W H1 1.60(4) . ? W O 2.158(2) . ? W C36 2.246(3) . ? W C33 2.249(4) . ? W C32 2.289(3) . ? W C31 2.292(3) . ? W C35 2.300(3) . ? W C34 2.347(3) . ? W P1 2.4354(9) . ? W P2 2.4439(8) . ? O C41 1.331(3) . ? P1 C11 1.815(4) . ? P1 C12 1.819(4) . ? P1 C13 1.828(4) . ? P2 C22 1.819(4) . ? P2 C23 1.820(4) . ? P2 C21 1.831(4) . ? C31 C32 1.400(4) . ? C31 C36 1.440(4) . ? C31 C42 1.484(4) . ? C32 C33 1.424(5) . ? C33 C34 1.420(6) . ? C34 C35 1.388(6) . ? C35 C36 1.434(5) . ? C41 C42 1.417(4) . ? C41 C46 1.421(4) . ? C42 C43 1.383(4) . ? C43 C44 1.385(4) . ? C44 C45 1.379(4) . ? C45 C46 1.395(4) . ? C46 C51 1.489(4) . ? C51 C56 1.389(4) . ? C51 C52 1.396(4) . ? C52 C53 1.376(4) . ? C53 C54 1.380(5) . ? C54 C55 1.376(5) . ? C55 C56 1.376(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H1 W O 142.5(12) . . ? H1 W C36 126.8(12) . . ? O W C36 85.41(10) . . ? H1 W C33 79.9(12) . . ? O W C33 130.72(12) . . ? C36 W C33 78.23(14) . . ? H1 W C32 114.9(12) . . ? O W C32 94.39(10) . . ? C36 W C32 66.05(12) . . ? C33 W C32 36.57(13) . . ? H1 W C31 142.8(12) . . ? O W C31 74.20(9) . . ? C36 W C31 36.98(11) . . ? C33 W C31 64.86(12) . . ? C32 W C31 35.59(11) . . ? H1 W C35 90.1(12) . . ? O W C35 120.39(12) . . ? C36 W C35 36.74(12) . . ? C33 W C35 65.04(16) . . ? C32 W C35 76.79(13) . . ? C31 W C35 65.06(12) . . ? H1 W C34 69.8(12) . . ? O W C34 147.49(11) . . ? C36 W C34 64.11(13) . . ? C33 W C34 35.92(16) . . ? C32 W C34 63.98(15) . . ? C31 W C34 74.50(12) . . ? C35 W C34 34.73(14) . . ? H1 W P1 76.2(12) . . ? O W P1 79.72(6) . . ? C36 W P1 100.20(9) . . ? C33 W P1 148.63(12) . . ? C32 W P1 165.62(9) . . ? C31 W P1 130.20(8) . . ? C35 W P1 94.76(11) . . ? C34 W P1 115.03(13) . . ? H1 W P2 72.7(12) . . ? O W P2 81.18(6) . . ? C36 W P2 157.88(8) . . ? C33 W P2 97.39(12) . . ? C32 W P2 97.43(10) . . ? C31 W P2 121.56(8) . . ? C35 W P2 157.73(11) . . ? C34 W P2 123.44(12) . . ? P1 W P2 94.64(3) . . ? C41 O W 119.31(17) . . ? C11 P1 C12 100.9(2) . . ? C11 P1 C13 100.0(2) . . ? C12 P1 C13 101.7(2) . . ? C11 P1 W 112.84(16) . . ? C12 P1 W 117.87(14) . . ? C13 P1 W 120.41(14) . . ? C22 P2 C23 101.3(2) . . ? C22 P2 C21 100.3(3) . . ? C23 P2 C21 100.6(2) . . ? C22 P2 W 113.90(15) . . ? C23 P2 W 117.42(14) . . ? C21 P2 W 120.26(15) . . ? C32 C31 C36 121.0(3) . . ? C32 C31 C42 118.7(3) . . ? C36 C31 C42 116.6(3) . . ? C32 C31 W 72.11(18) . . ? C36 C31 W 69.80(16) . . ? C42 C31 W 111.96(19) . . ? C31 C32 C33 119.1(3) . . ? C31 C32 W 72.30(18) . . ? C33 C32 W 70.2(2) . . ? C34 C33 C32 119.5(4) . . ? C34 C33 W 75.8(2) . . ? C32 C33 W 73.26(19) . . ? C35 C34 C33 121.2(3) . . ? C35 C34 W 70.8(2) . . ? C33 C34 W 68.3(2) . . ? C34 C35 C36 119.6(4) . . ? C34 C35 W 74.5(2) . . ? C36 C35 W 69.58(17) . . ? C35 C36 C31 118.5(3) . . ? C35 C36 W 73.68(19) . . ? C31 C36 W 73.22(17) . . ? O C41 C42 119.6(3) . . ? O C41 C46 122.2(2) . . ? C42 C41 C46 118.1(3) . . ? C43 C42 C41 121.5(3) . . ? C43 C42 C31 124.5(3) . . ? C41 C42 C31 114.0(2) . . ? C42 C43 C44 119.9(3) . . ? C45 C44 C43 119.6(3) . . ? C44 C45 C46 122.4(3) . . ? C45 C46 C41 118.6(3) . . ? C45 C46 C51 120.2(3) . . ? C41 C46 C51 121.3(3) . . ? C56 C51 C52 117.6(3) . . ? C56 C51 C46 120.7(3) . . ? C52 C51 C46 121.6(3) . . ? C53 C52 C51 120.7(3) . . ? C52 C53 C54 121.0(3) . . ? C55 C54 C53 118.9(3) . . ? C54 C55 C56 120.5(3) . . ? C55 C56 C51 121.3(3) . . ? _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.930 _refine_diff_density_max 0.700 _refine_diff_density_min -0.627 _refine_diff_density_rms 0.081 #===END