# Copyright The Royal Society of Chemistry, 1998 data_global #==================================================================== # 1. SUBMISSION DETAILS _publ_contact_author ; Mark Thornton-Pett School of Chemistry University of Leeds Leeds LS2 9JT UK ; _publ_contact_author_phone '+44 113 2336423' _publ_contact_author_fax '+44 113 2336565' _publ_contact_author_email marktp@chem.leeds.ac.uk _publ_requested_journal 'J. Chem. Soc., Dalton Trans.' _publ_contact_letter ; This following two sets of data are for the two complexes included in a manuscript 7/07210D, ("The Stereoselective Addition of Diphenyl phosphine to Substituted Diphenylalkynes: Synthetic, NMR and X-ray Crystallographic Studies" by Bookham et al) which we have submitted to Dalton Transactions. ; #======================================================================= # 2. TITLE AND AUTHOR LIST _publ_section_title ; The Stereoselective Addition of Diphenyl phosphine to Substituted Diphenylalkynes: Synthetic, NMR and X-ray Crystallographic Studies. ; loop_ _publ_author_name _publ_author_address 'Jonathan L. Bookham' ; Department of Chemical and Life Sciences University of Northumbria at Newcastle Newcastle upon Tyne NE1 8ST UK ; 'William McFarlane' ; Department Chemistry University of Newcastle Newcastle upon Tyne NE1 7RU UK ; 'Darren D. Smithies' ; Department of Chemical and Life Sciences University of Northumbria at Newcastle Newcastle upon Tyne NE1 8ST UK ; 'Mark Thornton-Pett' ; School of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Anna Wright' ; Department of Chemical and Life Sciences University of Northumbria at Newcastle Newcastle upon Tyne NE1 8ST UK ; #================================================================= data_JLB3 _audit_creation_date 97-07-18 _audit_creation_method 'STADI4, X-RED' _audit_author_name 'J. Richter' _audit_contact_author 'J. Richter' _audit_contact_author_address ; STOE & CIE GmbH Hilpertstr. 10 D-64295 Darmstadt Germany ; _audit_contact_author_email 100066.3306@compuserve.com _audit_contact_author_fax '+49 6151 891293 ' _audit_contact_author_phone '+49 6151 891225 / 899174' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H21 P' _chemical_formula_weight 364.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c 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 12.2602(6) _cell_length_b 6.0689(3) _cell_length_c 27.289(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.484(5) _cell_angle_gamma 90.00 _cell_volume 1996.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 80 _cell_measurement_theta_min 35.0 _cell_measurement_theta_max 40.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 1.248 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6222 _exptl_absorpt_correction_T_max 0.7884 _exptl_absorpt_process_details ; Psi Scan Reflections used Mu * R = 0.02 H K L 2Theta Chi Imin/Imax 1 3 0 45.5 -84.2 0.910 -1 -3 0 45.5 84.2 0.904 2 6 0 101.2 -84.2 0.913 -2 -6 0 101.2 84.2 0.852 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_collimation '0.8 mm' _diffrn_radiation_detector 'NaI(Tl) scintillation counter' _diffrn_radiation_monochromator 'planar graphite' _diffrn_radiation_polarisn_norm 90 _diffrn_measurement_device 'STOE STADI4 4-circle-diffractometer' _diffrn_measurement_method ; Scan width (omega) = 1.23 - 1.50, scan ratio 2theta:omega = 1.00 ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6513 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 64.61 _reflns_number_total 3297 _reflns_number_gt 2800 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DIF4 (STOE, 1989)' _computing_cell_refinement 'DIF4 (STOE, 1989)' _computing_data_reduction 'X-RED (STOE, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1996)' _computing_publication_material 'local program' _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 w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+0.4537P] 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 0.0060(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3297 _refine_ls_number_parameters 245 _refine_ls_number_restraints 67 _refine_ls_R_factor_all 0.0388 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0874 _refine_ls_wR_factor_gt 0.0827 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.22288(3) 0.50202(7) 0.162434(14) 0.04394(14) Uani 1 d D . . C111 C 0.07998(12) 0.4423(3) 0.16994(5) 0.0434(4) Uani 1 d D . . C112 C 0.00135(13) 0.6065(3) 0.15639(6) 0.0560(4) Uani 1 d D . . H112 H 0.0213 0.7357 0.1419 0.067 Uiso 1 calc R . . C113 C -0.10656(14) 0.5800(4) 0.16418(7) 0.0669(5) Uani 1 d D . . H113 H -0.1586 0.6906 0.1547 0.080 Uiso 1 calc R . . C114 C -0.13665(14) 0.3912(4) 0.18576(7) 0.0666(5) Uani 1 d D . . H114 H -0.2090 0.3738 0.1910 0.080 Uiso 1 calc R . . C115 C -0.06004(14) 0.2278(4) 0.19961(6) 0.0640(5) Uani 1 d D . . H115 H -0.0804 0.1000 0.2145 0.077 Uiso 1 calc R . . C116 C 0.04749(13) 0.2524(3) 0.19158(6) 0.0533(4) Uani 1 d D . . H116 H 0.0987 0.1400 0.2008 0.064 Uiso 1 calc R . . C121 C 0.30039(11) 0.3440(3) 0.21464(5) 0.0435(4) Uani 1 d D . . C122 C 0.31787(13) 0.4461(3) 0.26143(6) 0.0570(4) Uani 1 d D . . H122 H 0.2917 0.5882 0.2646 0.068 Uiso 1 calc R . . C123 C 0.37413(15) 0.3358(4) 0.30310(6) 0.0715(6) Uani 1 d D . . H123 H 0.3835 0.4033 0.3342 0.086 Uiso 1 calc R . . C124 C 0.41594(14) 0.1288(4) 0.29892(6) 0.0687(6) Uani 1 d D . . H124 H 0.4548 0.0574 0.3269 0.082 Uiso 1 calc R . . C125 C 0.40022(13) 0.0279(3) 0.25342(6) 0.0588(5) Uani 1 d D . . H125 H 0.4289 -0.1122 0.2504 0.071 Uiso 1 calc R . . C126 C 0.34153(12) 0.1337(3) 0.21166(6) 0.0492(4) Uani 1 d D . . H126 H 0.3297 0.0614 0.1811 0.059 Uiso 1 calc R . . C1 C 0.24421(11) 0.3375(3) 0.10848(5) 0.0400(3) Uani 1 d D . . C11 C 0.35397(11) 0.3841(3) 0.09368(5) 0.0398(3) Uani 1 d D . . C12 C 0.43282(12) 0.2192(3) 0.09572(6) 0.0514(4) Uani 1 d D . . H12 H 0.4177 0.0791 0.1065 0.062 Uiso 1 calc R . . C13 C 0.53413(13) 0.2616(3) 0.08177(6) 0.0607(5) Uani 1 d D . . H13 H 0.5864 0.1495 0.0834 0.073 Uiso 1 calc R . . C14 C 0.55783(13) 0.4669(3) 0.06556(6) 0.0581(5) Uani 1 d D . . H14 H 0.6257 0.4941 0.0561 0.070 Uiso 1 calc R . . C15 C 0.48044(14) 0.6324(3) 0.06338(6) 0.0564(4) Uani 1 d D . . H15 H 0.4956 0.7718 0.0521 0.068 Uiso 1 calc R . . C16 C 0.37955(12) 0.5912(3) 0.07803(5) 0.0480(4) Uani 1 d D . . H16 H 0.3284 0.7049 0.0773 0.058 Uiso 1 calc R . . C2 C 0.16884(11) 0.1990(3) 0.08400(5) 0.0440(4) Uani 1 d D . . H2 H 0.1066 0.1765 0.0984 0.053 Uiso 1 calc R . . C21 C 0.17010(11) 0.0766(3) 0.03739(5) 0.0433(4) Uani 1 d D . . C22 C 0.11693(13) -0.1258(3) 0.03031(6) 0.0546(4) Uani 1 d D . . H22 H 0.0825 -0.1824 0.0553 0.066 Uiso 1 calc R . . C23 C 0.11412(14) -0.2451(3) -0.01309(7) 0.0678(5) Uani 1 d D . . H23 H 0.0798 -0.3823 -0.0167 0.081 Uiso 1 calc R . . C24 C 0.16187(15) -0.1617(4) -0.05080(7) 0.0741(6) Uani 1 d D . . H24 H 0.1595 -0.2412 -0.0801 0.089 Uiso 1 calc R . . C25 C 0.21318(16) 0.0400(4) -0.04507(6) 0.0706(6) Uani 1 d D . . H25 H 0.2449 0.0975 -0.0708 0.085 Uiso 1 calc R . . C26 C 0.21828(13) 0.1591(3) -0.00138(5) 0.0558(4) Uani 1 d D . . H26 H 0.2540 0.2949 0.0021 0.067 Uiso 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 P1 0.0441(2) 0.0425(3) 0.0477(2) -0.00323(17) 0.01491(16) 0.00125(17) C111 0.0450(8) 0.0485(10) 0.0389(7) -0.0017(7) 0.0135(6) 0.0060(7) C112 0.0565(9) 0.0590(12) 0.0565(9) 0.0098(8) 0.0206(7) 0.0137(8) C113 0.0526(10) 0.0810(14) 0.0704(11) 0.0090(10) 0.0200(8) 0.0253(10) C114 0.0468(9) 0.0925(16) 0.0654(10) 0.0051(11) 0.0233(8) 0.0075(10) C115 0.0541(9) 0.0755(14) 0.0663(10) 0.0129(10) 0.0213(8) -0.0028(9) C116 0.0462(8) 0.0555(11) 0.0601(9) 0.0072(8) 0.0146(7) 0.0058(8) C121 0.0352(7) 0.0534(10) 0.0432(7) -0.0070(7) 0.0107(6) -0.0048(7) C122 0.0503(9) 0.0677(12) 0.0553(9) -0.0175(9) 0.0157(7) -0.0087(8) C123 0.0592(10) 0.1145(19) 0.0403(9) -0.0131(10) 0.0073(7) -0.0202(12) C124 0.0472(9) 0.1052(18) 0.0529(10) 0.0145(11) 0.0073(7) -0.0055(11) C125 0.0478(9) 0.0687(13) 0.0621(10) 0.0157(9) 0.0162(8) 0.0044(8) C126 0.0466(8) 0.0566(11) 0.0458(8) -0.0022(7) 0.0120(6) 0.0014(7) C1 0.0373(7) 0.0439(9) 0.0397(7) 0.0028(6) 0.0090(6) 0.0032(7) C11 0.0365(7) 0.0476(10) 0.0354(7) -0.0019(6) 0.0069(5) -0.0006(6) C12 0.0481(8) 0.0488(10) 0.0610(9) 0.0018(8) 0.0197(7) 0.0031(7) C13 0.0476(9) 0.0669(13) 0.0725(11) -0.0013(10) 0.0235(8) 0.0099(9) C14 0.0483(9) 0.0736(13) 0.0575(9) -0.0056(9) 0.0235(7) -0.0069(9) C15 0.0612(10) 0.0570(11) 0.0542(9) 0.0010(8) 0.0191(8) -0.0122(9) C16 0.0460(8) 0.0487(10) 0.0497(8) 0.0019(7) 0.0100(6) 0.0009(7) C2 0.0380(7) 0.0518(10) 0.0435(7) 0.0017(7) 0.0110(6) 0.0016(7) C21 0.0334(7) 0.0519(10) 0.0432(7) -0.0018(7) 0.0030(6) 0.0049(7) C22 0.0455(8) 0.0584(11) 0.0572(9) -0.0038(8) 0.0024(7) -0.0003(8) C23 0.0564(10) 0.0623(13) 0.0790(12) -0.0208(10) -0.0030(9) 0.0026(9) C24 0.0635(11) 0.0928(17) 0.0615(11) -0.0306(11) -0.0001(9) 0.0155(11) C25 0.0698(11) 0.0955(17) 0.0479(9) -0.0092(10) 0.0145(8) 0.0060(12) C26 0.0566(9) 0.0643(12) 0.0469(8) -0.0034(8) 0.0108(7) -0.0011(8) _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 P1 C121 1.8329(16) . ? P1 C1 1.8366(14) . ? P1 C111 1.8366(15) . ? C111 C116 1.386(2) . ? C111 C112 1.389(2) . ? C112 C113 1.387(2) . ? C113 C114 1.369(3) . ? C114 C115 1.371(3) . ? C115 C116 1.383(2) . ? C121 C126 1.380(2) . ? C121 C122 1.400(2) . ? C122 C123 1.390(3) . ? C123 C124 1.369(3) . ? C124 C125 1.366(3) . ? C125 C126 1.389(2) . ? C1 C2 1.335(2) . ? C1 C11 1.5006(18) . ? C11 C16 1.382(2) . ? C11 C12 1.385(2) . ? C12 C13 1.388(2) . ? C13 C14 1.371(3) . ? C14 C15 1.376(2) . ? C15 C16 1.390(2) . ? C2 C21 1.475(2) . ? C21 C22 1.388(2) . ? C21 C26 1.395(2) . ? C22 C23 1.383(2) . ? C23 C24 1.370(3) . ? C24 C25 1.372(3) . ? C25 C26 1.386(2) . ? 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 C121 P1 C1 102.09(7) . . ? C121 P1 C111 100.39(6) . . ? C1 P1 C111 105.08(6) . . ? C116 C111 C112 118.08(14) . . ? C116 C111 P1 124.42(11) . . ? C112 C111 P1 117.31(12) . . ? C113 C112 C111 120.74(17) . . ? C114 C113 C112 120.15(17) . . ? C113 C114 C115 119.94(16) . . ? C114 C115 C116 120.23(18) . . ? C115 C116 C111 120.86(16) . . ? C126 C121 C122 117.76(15) . . ? C126 C121 P1 125.54(11) . . ? C122 C121 P1 116.70(13) . . ? C123 C122 C121 120.27(18) . . ? C124 C123 C122 120.74(17) . . ? C125 C124 C123 119.59(18) . . ? C124 C125 C126 120.31(18) . . ? C121 C126 C125 121.28(15) . . ? C2 C1 C11 123.84(13) . . ? C2 C1 P1 123.84(10) . . ? C11 C1 P1 112.26(10) . . ? C16 C11 C12 118.26(13) . . ? C16 C11 C1 121.31(13) . . ? C12 C11 C1 120.43(14) . . ? C11 C12 C13 120.54(16) . . ? C14 C13 C12 120.63(16) . . ? C13 C14 C15 119.52(15) . . ? C14 C15 C16 119.93(17) . . ? C11 C16 C15 121.10(15) . . ? C1 C2 C21 129.32(13) . . ? C22 C21 C26 117.71(15) . . ? C22 C21 C2 119.18(14) . . ? C26 C21 C2 123.05(15) . . ? C23 C22 C21 121.38(17) . . ? C24 C23 C22 120.13(19) . . ? C23 C24 C25 119.60(17) . . ? C24 C25 C26 120.75(18) . . ? C25 C26 C21 120.42(18) . . ? _diffrn_reflns_theta_full 64.61 _refine_diff_density_max 0.161 _refine_diff_density_min -0.149 _refine_diff_density_rms 0.027 #==END data_JLB4 _audit_creation_date 97-07-21 _audit_creation_method 'STADI4, X-RED' _audit_author_name 'J. Richter' _audit_contact_author 'J. Richter' _audit_contact_author_address ; STOE & CIE GmbH Hilpertstr. 10 D-64295 Darmstadt Germany ; _audit_contact_author_email 100066.3306@compuserve.com _audit_contact_author_fax '+49 6151 891293 ' _audit_contact_author_phone '+49 6151 891225 / 899174' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H21 P' _chemical_formula_weight 364.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.2502(10) _cell_length_b 11.8137(5) _cell_length_c 18.7963(7) _cell_angle_alpha 90.00 _cell_angle_beta 127.833(3) _cell_angle_gamma 90.00 _cell_volume 3902.2(3) _cell_formula_units_Z 8 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 80 _cell_measurement_theta_min 35.0 _cell_measurement_theta_max 40.0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 1.277 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5563 _exptl_absorpt_correction_T_max 0.7162 _exptl_absorpt_process_details ; Psi Scan Reflections used Mu * R = 0.06 H K L 2Theta Chi Imin/Imax 4 -2 -8 42.5 -85.4 0.874 -4 2 8 42.5 85.4 0.882 6 -2 -10 51.5 -87.6 0.876 -6 2 10 51.5 87.6 0.860 6 -2 -12 63.1 -85.2 0.876 -6 2 12 63.1 85.2 0.838 -7 3 14 77.0 86.7 0.847 7 -3 -14 77.0 -86.7 0.883 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_collimation '0.8 mm' _diffrn_radiation_detector 'NaI(Tl) scintillation counter' _diffrn_radiation_monochromator 'planar graphite' _diffrn_radiation_polarisn_norm 90 _diffrn_measurement_device 'STOE STADI4 4-circle-diffractometer' _diffrn_measurement_method ; Scan width (omega) = 1.25 - 1.50, scan ratio 2theta:omega = 1.00 I(Net) and sigma(I) calculated according to Blessing (1987) ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number 2 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4874 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.47 _diffrn_reflns_theta_max 64.55 _reflns_number_total 3036 _reflns_number_gt 2936 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI4 (STOE, 1996)' _computing_cell_refinement 'STADI4 (STOE, 1996)' _computing_data_reduction 'X-RED (STOE, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _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 w=1/[\s^2^(Fo^2^)+(0.0269P)^2^+4.8144P] 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 0.00144(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3036 _refine_ls_number_parameters 245 _refine_ls_number_restraints 67 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0822 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.001 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.35732(8) 0.09553(12) 0.65333(11) 0.0190(3) Uani 1 d D . . C11 C 0.35093(8) 0.06210(13) 0.57237(11) 0.0203(4) Uani 1 d D . . C12 C 0.32508(9) 0.13979(14) 0.50328(12) 0.0270(4) Uani 1 d D . . H12 H 0.3106 0.2136 0.5076 0.032 Uiso 1 calc R . . C13 C 0.32019(10) 0.11126(16) 0.42860(12) 0.0343(4) Uani 1 d D . . H13 H 0.3031 0.1658 0.3826 0.041 Uiso 1 calc R . . C14 C 0.34004(11) 0.00357(17) 0.42033(13) 0.0362(5) Uani 1 d D . . H14 H 0.3367 -0.0161 0.3690 0.043 Uiso 1 calc R . . C15 C 0.36480(10) -0.07486(16) 0.48792(13) 0.0346(4) Uani 1 d D . . H15 H 0.3782 -0.1490 0.4826 0.041 Uiso 1 calc R . . C16 C 0.37026(9) -0.04631(14) 0.56286(12) 0.0270(4) Uani 1 d D . . H16 H 0.3874 -0.1011 0.6086 0.032 Uiso 1 calc R . . P1 P 0.29910(2) 0.02482(3) 0.68008(3) 0.01768(14) Uani 1 d D . . C111 C 0.34477(8) -0.11344(13) 0.72549(10) 0.0187(3) Uani 1 d D . . C112 C 0.42310(9) -0.12887(13) 0.77463(11) 0.0231(4) Uani 1 d D . . H112 H 0.4538 -0.0682 0.7802 0.028 Uiso 1 calc R . . C113 C 0.45658(9) -0.23188(14) 0.81537(12) 0.0274(4) Uani 1 d D . . H113 H 0.5099 -0.2412 0.8485 0.033 Uiso 1 calc R . . C114 C 0.41302(9) -0.32110(14) 0.80817(12) 0.0277(4) Uani 1 d D . . H114 H 0.4362 -0.3917 0.8358 0.033 Uiso 1 calc R . . C115 C 0.33518(9) -0.30673(14) 0.76021(12) 0.0268(4) Uani 1 d D . . H115 H 0.3049 -0.3676 0.7552 0.032 Uiso 1 calc R . . C116 C 0.30146(9) -0.20396(14) 0.71956(11) 0.0236(4) Uani 1 d D . . H116 H 0.2482 -0.1949 0.6872 0.028 Uiso 1 calc R . . C121 C 0.21510(8) -0.01002(12) 0.56507(11) 0.0187(3) Uani 1 d D . . C122 C 0.20924(9) -0.10209(14) 0.51472(11) 0.0238(4) Uani 1 d D . . H122 H 0.2483 -0.1576 0.5423 0.029 Uiso 1 calc R . . C123 C 0.14699(9) -0.11346(15) 0.42481(12) 0.0298(4) Uani 1 d D . . H123 H 0.1439 -0.1757 0.3907 0.036 Uiso 1 calc R . . C124 C 0.08931(10) -0.03374(16) 0.38491(13) 0.0350(5) Uani 1 d D . . H124 H 0.0471 -0.0406 0.3230 0.042 Uiso 1 calc R . . C125 C 0.09267(9) 0.05571(15) 0.43445(12) 0.0310(4) Uani 1 d D . . H125 H 0.0524 0.1092 0.4070 0.037 Uiso 1 calc R . . C126 C 0.15508(8) 0.06727(13) 0.52448(12) 0.0234(4) Uani 1 d D . . H126 H 0.1570 0.1283 0.5587 0.028 Uiso 1 calc R . . C2 C 0.39900(9) 0.18620(13) 0.70097(11) 0.0242(4) Uani 1 d D . . H2 H 0.4230 0.2245 0.6801 0.029 Uiso 1 calc R . . C21 C 0.41226(8) 0.23418(13) 0.78251(11) 0.0220(4) Uani 1 d D . . C22 C 0.38063(9) 0.33891(14) 0.77773(12) 0.0255(4) Uani 1 d D . . H22 H 0.3507 0.3789 0.7222 0.031 Uiso 1 calc R . . C23 C 0.39274(9) 0.38454(14) 0.85333(12) 0.0275(4) Uani 1 d D . . H23 H 0.3694 0.4543 0.8488 0.033 Uiso 1 calc R . . C24 C 0.43852(9) 0.32956(14) 0.93540(12) 0.0279(4) Uani 1 d D . . H24 H 0.4469 0.3616 0.9872 0.033 Uiso 1 calc R . . C25 C 0.47197(10) 0.22763(15) 0.94154(12) 0.0305(4) Uani 1 d D . . H25 H 0.5044 0.1902 0.9980 0.037 Uiso 1 calc R . . C26 C 0.45830(10) 0.17992(14) 0.86532(12) 0.0281(4) Uani 1 d D . . H26 H 0.4808 0.1092 0.8699 0.034 Uiso 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 C1 0.0172(7) 0.0194(7) 0.0167(8) 0.0026(6) 0.0085(7) 0.0029(6) C11 0.0164(7) 0.0244(8) 0.0189(9) -0.0019(7) 0.0101(7) -0.0037(6) C12 0.0294(9) 0.0272(8) 0.0234(10) 0.0000(7) 0.0156(8) -0.0021(7) C13 0.0386(10) 0.0407(10) 0.0227(10) 0.0029(8) 0.0183(9) -0.0047(8) C14 0.0388(10) 0.0508(12) 0.0242(10) -0.0102(9) 0.0221(9) -0.0092(9) C15 0.0397(10) 0.0360(10) 0.0369(11) -0.0071(9) 0.0280(9) -0.0002(8) C16 0.0282(9) 0.0275(9) 0.0278(10) 0.0007(7) 0.0185(8) 0.0023(7) P1 0.0166(2) 0.0191(2) 0.0153(2) -0.00073(15) 0.00875(18) 0.00007(14) C111 0.0195(7) 0.0212(8) 0.0119(8) 0.0004(6) 0.0078(6) 0.0004(6) C112 0.0191(7) 0.0241(8) 0.0204(9) 0.0004(7) 0.0091(7) -0.0026(6) C113 0.0188(8) 0.0276(9) 0.0243(10) 0.0025(7) 0.0074(7) 0.0014(7) C114 0.0271(9) 0.0235(8) 0.0225(9) 0.0059(7) 0.0101(8) 0.0030(7) C115 0.0261(8) 0.0247(8) 0.0272(10) 0.0027(7) 0.0151(8) -0.0035(7) C116 0.0186(7) 0.0277(8) 0.0212(9) 0.0020(7) 0.0105(7) -0.0002(6) C121 0.0155(7) 0.0211(8) 0.0182(9) 0.0027(6) 0.0097(7) -0.0005(6) C122 0.0192(7) 0.0263(8) 0.0212(9) -0.0017(7) 0.0100(7) 0.0008(6) C123 0.0278(8) 0.0357(9) 0.0195(9) -0.0060(8) 0.0112(8) -0.0057(7) C124 0.0211(8) 0.0490(11) 0.0196(10) 0.0020(8) 0.0047(7) -0.0055(8) C125 0.0192(8) 0.0367(10) 0.0293(10) 0.0132(8) 0.0110(8) 0.0060(7) C126 0.0208(8) 0.0230(8) 0.0267(9) 0.0050(7) 0.0147(7) 0.0025(6) C2 0.0263(8) 0.0247(8) 0.0239(9) 0.0003(7) 0.0166(7) -0.0039(7) C21 0.0210(7) 0.0232(8) 0.0227(9) -0.0045(7) 0.0139(7) -0.0082(6) C22 0.0218(8) 0.0275(8) 0.0239(9) 0.0020(7) 0.0122(7) -0.0011(7) C23 0.0282(9) 0.0230(8) 0.0359(11) -0.0037(7) 0.0220(8) -0.0023(7) C24 0.0311(9) 0.0305(9) 0.0278(10) -0.0084(7) 0.0210(8) -0.0084(7) C25 0.0340(9) 0.0340(9) 0.0238(10) 0.0033(8) 0.0179(8) 0.0018(7) C26 0.0341(9) 0.0231(8) 0.0301(10) 0.0010(7) 0.0214(8) 0.0009(7) _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 C1 C2 1.338(2) . ? C1 C11 1.492(2) . ? C1 P1 1.8514(16) . ? C11 C12 1.394(2) . ? C11 C16 1.397(2) . ? C12 C13 1.382(3) . ? C13 C14 1.386(3) . ? C14 C15 1.385(3) . ? C15 C16 1.379(3) . ? P1 C111 1.8344(15) . ? P1 C121 1.8384(16) . ? C111 C112 1.396(2) . ? C111 C116 1.397(2) . ? C112 C113 1.386(2) . ? C113 C114 1.381(2) . ? C114 C115 1.388(2) . ? C115 C116 1.385(2) . ? C121 C122 1.394(2) . ? C121 C126 1.396(2) . ? C122 C123 1.386(2) . ? C123 C124 1.384(3) . ? C124 C125 1.380(3) . ? C125 C126 1.389(2) . ? C2 C21 1.484(2) . ? C21 C26 1.388(2) . ? C21 C22 1.399(2) . ? C22 C23 1.383(2) . ? C23 C24 1.383(2) . ? C24 C25 1.383(2) . ? C25 C26 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 C2 C1 C11 119.19(14) . . ? C2 C1 P1 119.52(13) . . ? C11 C1 P1 120.84(11) . . ? C12 C11 C16 117.90(16) . . ? C12 C11 C1 120.17(14) . . ? C16 C11 C1 121.93(15) . . ? C13 C12 C11 121.08(16) . . ? C12 C13 C14 120.39(17) . . ? C15 C14 C13 119.08(18) . . ? C16 C15 C14 120.64(17) . . ? C15 C16 C11 120.91(17) . . ? C111 P1 C121 102.78(7) . . ? C111 P1 C1 104.35(7) . . ? C121 P1 C1 99.07(7) . . ? C112 C111 C116 118.22(14) . . ? C112 C111 P1 122.32(12) . . ? C116 C111 P1 119.09(11) . . ? C113 C112 C111 120.65(15) . . ? C114 C113 C112 120.58(15) . . ? C113 C114 C115 119.43(15) . . ? C116 C115 C114 120.25(15) . . ? C115 C116 C111 120.87(14) . . ? C122 C121 C126 118.64(15) . . ? C122 C121 P1 125.25(11) . . ? C126 C121 P1 115.97(12) . . ? C123 C122 C121 120.71(15) . . ? C124 C123 C122 119.72(17) . . ? C125 C124 C123 120.46(16) . . ? C124 C125 C126 119.83(15) . . ? C125 C126 C121 120.53(16) . . ? C1 C2 C21 127.87(15) . . ? C26 C21 C22 118.48(16) . . ? C26 C21 C2 121.61(15) . . ? C22 C21 C2 119.86(15) . . ? C23 C22 C21 120.36(16) . . ? C24 C23 C22 120.61(16) . . ? C23 C24 C25 119.52(17) . . ? C24 C25 C26 120.09(17) . . ? C21 C26 C25 120.89(16) . . ? _diffrn_reflns_theta_full 64.55 _refine_diff_density_max 0.321 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.038