# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Liang, Lan-Chang' _publ_contact_author_email lcliang@mail.nsysu.edu.tw _publ_section_title ; Amido Phosphine Complexes of Zinc: Synthesis, Structure, and Catalytic Ring-opening Polymerization of \^I\m-Caprolactone ; _publ_author_name 'Lan-Chang Liang' # Attachment '- [NP]Zn_si_platon.cif' data_6831_2c _database_code_depnum_ccdc_archive 'CCDC 773056' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H30 N P Zn' _chemical_formula_sum 'C21 H30 N P Zn' _chemical_formula_weight 392.80 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' N N 0.0061 0.0033 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 14.6479(5) _cell_length_b 8.9972(3) _cell_length_c 15.6842(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.579(2) _cell_angle_gamma 90.00 _cell_volume 2060.42(13) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 10983 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 1.272 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5873 _exptl_absorpt_correction_T_max 0.9226 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11371 _diffrn_reflns_av_R_equivalents 0.0662 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 25.34 _reflns_number_total 3730 _reflns_number_gt 3104 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1011P)^2^+0.6846P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.026(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3730 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0713 _refine_ls_R_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.1725 _refine_ls_wR_factor_gt 0.1508 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.000 _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 Zn1 Zn 0.18439(3) 0.66455(5) 0.14125(3) 0.0389(2) Uani 1 1 d . . . P1 P 0.23996(7) 0.53856(10) 0.02056(6) 0.0333(3) Uani 1 1 d . . . N1 N 0.2463(2) 0.8390(3) 0.0997(2) 0.0335(7) Uani 1 1 d . . . C12 C 0.2861(3) 0.8349(4) 0.0222(2) 0.0313(8) Uani 1 1 d . . . C8 C 0.3268(3) 0.6991(5) -0.1035(3) 0.0408(9) Uani 1 1 d . . . H8 H 0.3273 0.6109 -0.1343 0.049 Uiso 1 1 calc R . . C11 C 0.3217(3) 0.9638(4) -0.0140(2) 0.0367(9) Uani 1 1 d . . . H11 H 0.3195 1.0539 0.0147 0.044 Uiso 1 1 calc R . . C10 C 0.3598(3) 0.9579(5) -0.0918(3) 0.0433(10) Uani 1 1 d . . . H10 H 0.3839 1.0440 -0.1139 0.052 Uiso 1 1 calc R . . C1 C 0.3334(3) 0.4074(4) 0.0521(2) 0.0344(8) Uani 1 1 d . . . H1 H 0.3054 0.3186 0.0751 0.041 Uiso 1 1 calc R . . C13 C 0.2470(3) 0.9750(4) 0.1468(2) 0.0345(8) Uani 1 1 d . . . C7 C 0.2898(2) 0.7010(4) -0.0242(2) 0.0340(8) Uani 1 1 d . . . C19 C 0.3279(3) 1.0271(4) 0.1893(2) 0.0404(9) Uani 1 1 d . . . C2 C 0.3945(3) 0.4762(5) 0.1244(3) 0.0485(10) Uani 1 1 d . . . H2A H 0.3579 0.5066 0.1694 0.073 Uiso 1 1 calc R . . H2B H 0.4255 0.5610 0.1034 0.073 Uiso 1 1 calc R . . H2C H 0.4389 0.4043 0.1462 0.073 Uiso 1 1 calc R . . C9 C 0.3628(3) 0.8277(4) -0.1371(3) 0.0451(10) Uani 1 1 d . . . H9 H 0.3886 0.8253 -0.1894 0.054 Uiso 1 1 calc R . . C14 C 0.1652(3) 1.0515(5) 0.1522(2) 0.0405(9) Uani 1 1 d . . . C18 C 0.3249(3) 1.1586(5) 0.2372(3) 0.0477(11) Uani 1 1 d . . . H18 H 0.3786 1.1946 0.2656 0.057 Uiso 1 1 calc R . . C15 C 0.0769(3) 0.9997(5) 0.1059(3) 0.0523(11) Uani 1 1 d . . . H15A H 0.0877 0.9098 0.0752 0.078 Uiso 1 1 calc R . . H15B H 0.0542 1.0750 0.0663 0.078 Uiso 1 1 calc R . . H15C H 0.0326 0.9812 0.1465 0.078 Uiso 1 1 calc R . . C16 C 0.1655(4) 1.1826(5) 0.2010(3) 0.0496(11) Uani 1 1 d . . . H16 H 0.1112 1.2348 0.2048 0.059 Uiso 1 1 calc R . . C20 C 0.4168(3) 0.9462(6) 0.1844(3) 0.0544(12) Uani 1 1 d . . . H20A H 0.4646 0.9986 0.2173 0.082 Uiso 1 1 calc R . . H20B H 0.4312 0.9406 0.1258 0.082 Uiso 1 1 calc R . . H20C H 0.4114 0.8476 0.2069 0.082 Uiso 1 1 calc R . . C5 C 0.1321(3) 0.3019(5) -0.0433(3) 0.0551(12) Uani 1 1 d . . . H5A H 0.1829 0.2373 -0.0276 0.083 Uiso 1 1 calc R . . H5B H 0.0957 0.2600 -0.0910 0.083 Uiso 1 1 calc R . . H5C H 0.0954 0.3128 0.0043 0.083 Uiso 1 1 calc R . . C17 C 0.2452(4) 1.2348(5) 0.2431(3) 0.0507(11) Uani 1 1 d . . . H17 H 0.2447 1.3214 0.2754 0.061 Uiso 1 1 calc R . . C21 C 0.1170(3) 0.6178(5) 0.2412(3) 0.0519(11) Uani 1 1 d . . . H21A H 0.0967 0.5164 0.2378 0.078 Uiso 1 1 calc R . . H21B H 0.0649 0.6824 0.2421 0.078 Uiso 1 1 calc R . . H21C H 0.1564 0.6318 0.2924 0.078 Uiso 1 1 calc R . . C4 C 0.1681(3) 0.4545(4) -0.0684(3) 0.0418(9) Uani 1 1 d . . . H4 H 0.2055 0.4414 -0.1169 0.050 Uiso 1 1 calc R . . C6 C 0.0903(3) 0.5605(6) -0.0950(4) 0.0670(14) Uani 1 1 d . . . H6A H 0.1150 0.6544 -0.1108 0.101 Uiso 1 1 calc R . . H6B H 0.0528 0.5743 -0.0481 0.101 Uiso 1 1 calc R . . H6C H 0.0538 0.5195 -0.1430 0.101 Uiso 1 1 calc R . . C3 C 0.3895(3) 0.3571(4) -0.0200(3) 0.0421(10) Uani 1 1 d . . . H3A H 0.3497 0.3129 -0.0646 0.063 Uiso 1 1 calc R . . H3B H 0.4341 0.2853 0.0014 0.063 Uiso 1 1 calc R . . H3C H 0.4201 0.4412 -0.0424 0.063 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 Zn1 0.0400(3) 0.0391(3) 0.0394(4) -0.00102(18) 0.0137(2) -0.00808(18) P1 0.0368(5) 0.0311(5) 0.0331(6) -0.0007(4) 0.0091(4) -0.0044(4) N1 0.0381(18) 0.0303(16) 0.0335(17) -0.0020(12) 0.0117(14) -0.0062(12) C12 0.0281(18) 0.0345(19) 0.0313(19) 0.0014(14) 0.0031(15) -0.0012(14) C8 0.053(2) 0.036(2) 0.035(2) -0.0012(17) 0.0136(18) 0.0026(18) C11 0.042(2) 0.0297(19) 0.039(2) 0.0025(16) 0.0092(17) -0.0015(16) C10 0.049(2) 0.038(2) 0.044(2) 0.0069(18) 0.0133(19) -0.0020(18) C1 0.0383(19) 0.0320(19) 0.033(2) 0.0036(15) 0.0030(15) -0.0038(16) C13 0.041(2) 0.0350(19) 0.0281(19) 0.0028(15) 0.0085(15) -0.0073(16) C7 0.0342(19) 0.0338(19) 0.035(2) 0.0032(16) 0.0083(16) -0.0017(16) C19 0.047(2) 0.041(2) 0.033(2) 0.0076(16) 0.0039(17) -0.0121(18) C2 0.046(2) 0.054(3) 0.044(2) -0.0024(19) -0.0029(19) -0.004(2) C9 0.057(3) 0.041(2) 0.039(2) 0.0074(17) 0.020(2) -0.0040(18) C14 0.047(2) 0.041(2) 0.035(2) -0.0018(16) 0.0121(17) -0.0035(18) C18 0.061(3) 0.052(3) 0.029(2) -0.0017(17) -0.0011(19) -0.022(2) C15 0.040(2) 0.050(3) 0.067(3) -0.009(2) 0.003(2) -0.001(2) C16 0.066(3) 0.041(2) 0.044(2) -0.0035(18) 0.020(2) 0.000(2) C20 0.047(2) 0.065(3) 0.050(3) 0.009(2) -0.005(2) -0.009(2) C5 0.050(3) 0.046(2) 0.068(3) -0.006(2) -0.006(2) -0.013(2) C17 0.085(3) 0.039(2) 0.030(2) -0.0059(17) 0.014(2) -0.015(2) C21 0.056(3) 0.062(3) 0.041(2) -0.008(2) 0.024(2) -0.012(2) C4 0.040(2) 0.045(2) 0.040(2) -0.0021(17) 0.0009(17) -0.0063(17) C6 0.053(3) 0.068(3) 0.077(4) 0.010(3) -0.012(3) -0.003(2) C3 0.043(2) 0.041(2) 0.043(2) -0.0008(17) 0.0097(18) 0.0038(17) _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 Zn1 N1 1.951(3) . ? Zn1 C21 1.963(4) . ? Zn1 P1 2.4036(11) . ? P1 C7 1.801(4) . ? P1 C4 1.841(4) . ? P1 C1 1.845(4) . ? N1 C12 1.390(5) . ? N1 C13 1.428(5) . ? C12 C11 1.410(5) . ? C12 C7 1.411(5) . ? C8 C9 1.392(6) . ? C8 C7 1.395(5) . ? C8 H8 0.9300 . ? C11 C10 1.383(5) . ? C11 H11 0.9300 . ? C10 C9 1.372(6) . ? C10 H10 0.9300 . ? C1 C3 1.520(6) . ? C1 C2 1.519(5) . ? C1 H1 0.9800 . ? C13 C14 1.391(6) . ? C13 C19 1.394(5) . ? C19 C18 1.404(6) . ? C19 C20 1.499(6) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C9 H9 0.9300 . ? C14 C16 1.405(6) . ? C14 C15 1.506(6) . ? C18 C17 1.363(7) . ? C18 H18 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.377(7) . ? C16 H16 0.9300 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C5 C4 1.533(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C17 H17 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C4 C6 1.519(6) . ? C4 H4 0.9800 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? 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 N1 Zn1 C21 135.70(17) . . ? N1 Zn1 P1 85.46(9) . . ? C21 Zn1 P1 138.69(14) . . ? C7 P1 C4 105.24(18) . . ? C7 P1 C1 107.97(17) . . ? C4 P1 C1 107.92(18) . . ? C7 P1 Zn1 95.60(13) . . ? C4 P1 Zn1 125.54(14) . . ? C1 P1 Zn1 112.39(12) . . ? C12 N1 C13 119.2(3) . . ? C12 N1 Zn1 120.6(2) . . ? C13 N1 Zn1 120.1(2) . . ? N1 C12 C11 121.7(3) . . ? N1 C12 C7 120.7(3) . . ? C11 C12 C7 117.6(3) . . ? C9 C8 C7 120.9(4) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C10 C11 C12 120.9(4) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C9 C10 C11 121.4(4) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C3 C1 C2 110.8(3) . . ? C3 C1 P1 115.1(3) . . ? C2 C1 P1 108.7(3) . . ? C3 C1 H1 107.3 . . ? C2 C1 H1 107.3 . . ? P1 C1 H1 107.3 . . ? C14 C13 C19 120.5(4) . . ? C14 C13 N1 119.0(3) . . ? C19 C13 N1 120.5(4) . . ? C8 C7 C12 120.2(3) . . ? C8 C7 P1 122.4(3) . . ? C12 C7 P1 117.3(3) . . ? C13 C19 C18 118.6(4) . . ? C13 C19 C20 121.3(4) . . ? C18 C19 C20 120.1(4) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C10 C9 C8 119.0(4) . . ? C10 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? C13 C14 C16 118.9(4) . . ? C13 C14 C15 121.9(4) . . ? C16 C14 C15 119.2(4) . . ? C17 C18 C19 121.6(4) . . ? C17 C18 H18 119.2 . . ? C19 C18 H18 119.2 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C14 120.8(4) . . ? C17 C16 H16 119.6 . . ? C14 C16 H16 119.6 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C18 C17 C16 119.6(4) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? Zn1 C21 H21A 109.5 . . ? Zn1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? Zn1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C6 C4 C5 111.5(4) . . ? C6 C4 P1 108.8(3) . . ? C5 C4 P1 111.2(3) . . ? C6 C4 H4 108.4 . . ? C5 C4 H4 108.4 . . ? P1 C4 H4 108.4 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.612 _refine_diff_density_min -0.611 _refine_diff_density_rms 0.186 #===END data_9794_2d _database_code_depnum_ccdc_archive 'CCDC 773057' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H38 N1 P1 Zn1' _chemical_formula_sum 'C25 H38 N P Zn' _chemical_formula_weight 448.90 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' N N 0.0061 0.0033 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 12.5895(3) _cell_length_b 13.6322(4) _cell_length_c 14.7248(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.0190(10) _cell_angle_gamma 90.00 _cell_volume 2527.11(12) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 11274 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.045 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6918 _exptl_absorpt_correction_T_max 0.8546 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13704 _diffrn_reflns_av_R_equivalents 0.0740 _diffrn_reflns_av_sigmaI/netI 0.0690 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4207 _reflns_number_gt 3017 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0901P)^2^+1.3952P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4207 _refine_ls_number_parameters 247 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0979 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1910 _refine_ls_wR_factor_gt 0.1461 _refine_ls_goodness_of_fit_ref 1.203 _refine_ls_restrained_S_all 1.203 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.93653(5) 0.77957(5) 0.07018(4) 0.0357(2) Uani 1 1 d . . . P1 P 0.86937(11) 0.80960(11) 0.21938(9) 0.0337(4) Uani 1 1 d . . . N1 N 0.7891(3) 0.7529(3) 0.0370(3) 0.0339(10) Uani 1 1 d . . . C1 C 1.0655(5) 0.7681(4) -0.0012(4) 0.0479(15) Uani 1 1 d . . . H1A H 1.1266 0.7874 0.0360 0.072 Uiso 1 1 calc R . . H1B H 1.0607 0.8111 -0.0544 0.072 Uiso 1 1 calc R . . H1C H 1.0743 0.7000 -0.0211 0.072 Uiso 1 1 calc R . . C2 C 0.7630(4) 0.7417(4) -0.0567(3) 0.0374(13) Uani 1 1 d . . . C3 C 0.7766(5) 0.6513(5) -0.0980(4) 0.0472(15) Uani 1 1 d . . . C4 C 0.8137(6) 0.5612(5) -0.0440(4) 0.0620(19) Uani 1 1 d . . . H4 H 0.8426 0.5849 0.0153 0.074 Uiso 1 1 calc R . . C5 C 0.9013(7) 0.5050(7) -0.0917(6) 0.107(2) Uani 1 1 d . . . H5A H 0.9601 0.5496 -0.1057 0.161 Uiso 1 1 calc R . . H5B H 0.8737 0.4767 -0.1481 0.161 Uiso 1 1 calc R . . H5C H 0.9269 0.4523 -0.0520 0.161 Uiso 1 1 calc R . . C6 C 0.7221(7) 0.4925(7) -0.0236(7) 0.107(2) Uani 1 1 d . . . H6A H 0.6652 0.5290 0.0067 0.161 Uiso 1 1 calc R . . H6B H 0.7467 0.4395 0.0161 0.161 Uiso 1 1 calc R . . H6C H 0.6952 0.4647 -0.0805 0.161 Uiso 1 1 calc R . . C7 C 0.7572(5) 0.6431(6) -0.1910(4) 0.0578(18) Uani 1 1 d . . . H7 H 0.7675 0.5816 -0.2201 0.069 Uiso 1 1 calc R . . C8 C 0.7234(5) 0.7227(6) -0.2417(4) 0.0574(18) Uani 1 1 d . . . H8 H 0.7088 0.7155 -0.3047 0.069 Uiso 1 1 calc R . . C9 C 0.7110(5) 0.8126(5) -0.2000(4) 0.0538(17) Uani 1 1 d . . . H9 H 0.6888 0.8675 -0.2349 0.065 Uiso 1 1 calc R . . C10 C 0.7306(5) 0.8242(4) -0.1079(4) 0.0439(14) Uani 1 1 d . . . C11 C 0.7221(6) 0.9261(5) -0.0641(4) 0.0600(19) Uani 1 1 d . . . H11 H 0.7195 0.9166 0.0032 0.072 Uiso 1 1 calc R . . C12 C 0.8228(6) 0.9829(6) -0.0856(6) 0.096(3) Uani 1 1 d . . . H12A H 0.8848 0.9443 -0.0671 0.145 Uiso 1 1 calc R . . H12B H 0.8223 1.0453 -0.0526 0.145 Uiso 1 1 calc R . . H12C H 0.8263 0.9957 -0.1510 0.145 Uiso 1 1 calc R . . C13 C 0.6231(6) 0.9822(5) -0.0916(5) 0.073(2) Uani 1 1 d . . . H13A H 0.5600 0.9433 -0.0768 0.109 Uiso 1 1 calc R . . H13B H 0.6248 0.9951 -0.1570 0.109 Uiso 1 1 calc R . . H13C H 0.6204 1.0446 -0.0586 0.109 Uiso 1 1 calc R . . C14 C 0.7082(4) 0.7628(4) 0.0997(3) 0.0336(12) Uani 1 1 d . . . C15 C 0.6004(4) 0.7470(4) 0.0765(4) 0.0442(14) Uani 1 1 d . . . H15 H 0.5823 0.7289 0.0161 0.053 Uiso 1 1 calc R . . C16 C 0.5207(4) 0.7579(5) 0.1413(4) 0.0467(15) Uani 1 1 d . . . H16 H 0.4491 0.7443 0.1250 0.056 Uiso 1 1 calc R . . C17 C 0.5435(4) 0.7880(5) 0.2291(4) 0.0498(16) Uani 1 1 d . . . H17 H 0.4882 0.7981 0.2720 0.060 Uiso 1 1 calc R . . C18 C 0.6486(4) 0.8030(4) 0.2529(4) 0.0435(15) Uani 1 1 d . . . H18 H 0.6650 0.8228 0.3132 0.052 Uiso 1 1 calc R . . C19 C 0.7316(4) 0.7900(4) 0.1908(3) 0.0326(12) Uani 1 1 d . . . C20 C 0.8767(4) 0.9310(4) 0.2737(4) 0.0467(15) Uani 1 1 d . . . H20 H 0.8164 0.9366 0.3176 0.056 Uiso 1 1 calc R . . C21 C 0.8617(6) 1.0084(5) 0.2004(5) 0.077(2) Uani 1 1 d . . . H21A H 0.7947 0.9965 0.1684 0.116 Uiso 1 1 calc R . . H21B H 0.9208 1.0050 0.1573 0.116 Uiso 1 1 calc R . . H21C H 0.8599 1.0736 0.2284 0.116 Uiso 1 1 calc R . . C22 C 0.9810(5) 0.9457(5) 0.3265(5) 0.072(2) Uani 1 1 d . . . H22A H 0.9880 0.8942 0.3725 0.109 Uiso 1 1 calc R . . H22B H 0.9803 1.0100 0.3562 0.109 Uiso 1 1 calc R . . H22C H 1.0411 0.9421 0.2844 0.109 Uiso 1 1 calc R . . C23 C 0.8469(5) 0.7140(5) 0.3910(4) 0.0601(19) Uani 1 1 d . . . H23A H 0.8516 0.7786 0.4200 0.090 Uiso 1 1 calc R . . H23B H 0.8771 0.6642 0.4316 0.090 Uiso 1 1 calc R . . H23C H 0.7722 0.6983 0.3789 0.090 Uiso 1 1 calc R . . C24 C 0.9087(5) 0.7152(4) 0.3016(4) 0.0446(15) Uani 1 1 d . . . H24 H 0.9849 0.7275 0.3172 0.054 Uiso 1 1 calc R . . C25 C 0.9041(5) 0.6155(4) 0.2530(4) 0.0602(19) Uani 1 1 d . . . H25A H 0.9444 0.6192 0.1961 0.090 Uiso 1 1 calc R . . H25B H 0.8300 0.5989 0.2397 0.090 Uiso 1 1 calc R . . H25C H 0.9351 0.5649 0.2921 0.090 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 Zn1 0.0309(4) 0.0482(4) 0.0278(4) -0.0008(3) 0.0046(3) -0.0005(3) P1 0.0292(8) 0.0467(8) 0.0251(7) -0.0047(6) 0.0024(6) 0.0027(6) N1 0.031(2) 0.049(3) 0.021(2) -0.0005(19) 0.0007(19) 0.000(2) C1 0.046(4) 0.061(4) 0.037(3) -0.005(3) 0.013(3) -0.008(3) C2 0.031(3) 0.056(4) 0.025(3) 0.000(3) -0.003(2) -0.001(3) C3 0.044(3) 0.068(4) 0.030(3) -0.008(3) -0.001(3) 0.011(3) C4 0.076(5) 0.070(5) 0.040(3) -0.010(3) -0.007(3) 0.020(4) C5 0.089(5) 0.105(5) 0.128(5) 0.045(5) 0.034(4) 0.031(4) C6 0.089(5) 0.105(5) 0.128(5) 0.045(5) 0.034(4) 0.031(4) C7 0.054(4) 0.087(5) 0.033(3) -0.016(3) -0.002(3) 0.010(4) C8 0.053(4) 0.097(6) 0.022(3) -0.002(3) -0.004(3) -0.007(4) C9 0.055(4) 0.077(5) 0.029(3) 0.015(3) -0.007(3) -0.014(3) C10 0.044(3) 0.055(4) 0.033(3) 0.005(3) -0.001(3) -0.011(3) C11 0.082(5) 0.053(4) 0.045(4) 0.012(3) -0.015(4) -0.019(4) C12 0.084(6) 0.075(6) 0.130(8) 0.031(5) -0.044(5) -0.029(5) C13 0.091(6) 0.067(5) 0.061(4) 0.002(4) -0.006(4) 0.013(4) C14 0.033(3) 0.039(3) 0.028(3) 0.002(2) 0.003(2) 0.001(2) C15 0.033(3) 0.062(4) 0.037(3) -0.002(3) 0.001(3) -0.003(3) C16 0.025(3) 0.067(4) 0.048(4) 0.003(3) -0.001(3) 0.000(3) C17 0.031(3) 0.077(5) 0.042(3) 0.004(3) 0.010(3) 0.006(3) C18 0.038(3) 0.058(4) 0.034(3) -0.004(3) 0.009(3) 0.006(3) C19 0.026(3) 0.045(3) 0.026(3) 0.003(2) 0.001(2) 0.004(2) C20 0.036(3) 0.054(4) 0.050(4) -0.017(3) 0.004(3) 0.003(3) C21 0.077(5) 0.053(4) 0.102(6) -0.002(4) 0.009(5) 0.003(4) C22 0.058(5) 0.075(5) 0.084(5) -0.026(4) -0.005(4) -0.014(4) C23 0.063(4) 0.087(5) 0.031(3) 0.017(3) 0.008(3) 0.014(4) C24 0.033(3) 0.067(4) 0.034(3) -0.001(3) 0.000(3) 0.009(3) C25 0.065(4) 0.051(4) 0.064(4) 0.012(3) 0.010(4) 0.022(3) _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 Zn1 C1 1.941(5) . ? Zn1 N1 1.954(4) . ? Zn1 P1 2.3897(14) . ? P1 C19 1.805(5) . ? P1 C24 1.835(6) . ? P1 C20 1.841(6) . ? N1 C14 1.382(6) . ? N1 C2 1.426(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.384(8) . ? C2 C10 1.415(8) . ? C3 C7 1.396(8) . ? C3 C4 1.535(9) . ? C4 C6 1.515(10) . ? C4 C5 1.515(9) . ? C4 H4 1.0000 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.385(9) . ? C7 H7 0.9500 . ? C8 C9 1.380(9) . ? C8 H8 0.9500 . ? C9 C10 1.387(8) . ? C9 H9 0.9500 . ? C10 C11 1.535(9) . ? C11 C13 1.518(9) . ? C11 C12 1.519(9) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.415(8) . ? C14 C19 1.423(7) . ? C15 C16 1.394(7) . ? C15 H15 0.9500 . ? C16 C17 1.386(8) . ? C16 H16 0.9500 . ? C17 C18 1.384(8) . ? C17 H17 0.9500 . ? C18 C19 1.400(7) . ? C18 H18 0.9500 . ? C20 C21 1.521(9) . ? C20 C22 1.538(9) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.531(7) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.537(8) . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 Zn1 N1 130.1(2) . . ? C1 Zn1 P1 143.9(2) . . ? N1 Zn1 P1 85.73(12) . . ? C19 P1 C24 108.0(3) . . ? C19 P1 C20 106.4(2) . . ? C24 P1 C20 109.3(3) . . ? C19 P1 Zn1 95.78(16) . . ? C24 P1 Zn1 113.00(17) . . ? C20 P1 Zn1 122.42(19) . . ? C14 N1 C2 119.2(4) . . ? C14 N1 Zn1 121.0(4) . . ? C2 N1 Zn1 118.7(3) . . ? Zn1 C1 H1A 109.5 . . ? Zn1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Zn1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C10 120.7(5) . . ? C3 C2 N1 119.5(5) . . ? C10 C2 N1 119.8(5) . . ? C2 C3 C7 118.7(6) . . ? C2 C3 C4 121.5(5) . . ? C7 C3 C4 119.8(6) . . ? C6 C4 C5 109.5(7) . . ? C6 C4 C3 111.4(6) . . ? C5 C4 C3 112.7(6) . . ? C6 C4 H4 107.7 . . ? C5 C4 H4 107.7 . . ? C3 C4 H4 107.7 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C3 121.3(6) . . ? C8 C7 H7 119.3 . . ? C3 C7 H7 119.3 . . ? C9 C8 C7 119.4(6) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C8 C9 C10 121.1(6) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C9 C10 C2 118.8(6) . . ? C9 C10 C11 120.1(6) . . ? C2 C10 C11 121.1(5) . . ? C13 C11 C12 111.9(6) . . ? C13 C11 C10 113.6(6) . . ? C12 C11 C10 108.4(6) . . ? C13 C11 H11 107.5 . . ? C12 C11 H11 107.5 . . ? C10 C11 H11 107.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 C15 122.0(5) . . ? N1 C14 C19 120.2(5) . . ? C15 C14 C19 117.8(4) . . ? C16 C15 C14 120.6(6) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C17 C16 C15 121.4(5) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C18 C17 C16 118.5(5) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C17 C18 C19 122.0(5) . . ? C17 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C18 C19 C14 119.6(5) . . ? C18 C19 P1 123.1(4) . . ? C14 C19 P1 117.2(4) . . ? C21 C20 C22 112.0(6) . . ? C21 C20 P1 108.0(4) . . ? C22 C20 P1 112.2(4) . . ? C21 C20 H20 108.2 . . ? C22 C20 H20 108.2 . . ? P1 C20 H20 108.2 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C23 111.9(5) . . ? C25 C24 P1 107.6(4) . . ? C23 C24 P1 116.0(4) . . ? C25 C24 H24 107.0 . . ? C23 C24 H24 107.0 . . ? P1 C24 H24 107.0 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.946 _refine_diff_density_max 0.783 _refine_diff_density_min -1.116 _refine_diff_density_rms 0.258 #===END data_4551_3c _database_code_depnum_ccdc_archive 'CCDC 773058' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H32 N1 P1 Zn1' _chemical_formula_sum 'C22 H32 N P Zn' _chemical_formula_weight 406.83 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' N N 0.0061 0.0033 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6210(2) _cell_length_b 9.1959(2) _cell_length_c 14.8726(4) _cell_angle_alpha 106.0720(10) _cell_angle_beta 91.3470(10) _cell_angle_gamma 106.9420(10) _cell_volume 1076.83(4) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 17590 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 1.219 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6384 _exptl_absorpt_correction_T_max 0.7363 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13672 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.09 _reflns_number_total 3796 _reflns_number_gt 3394 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0406P)^2^+0.8314P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3796 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.000 _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 Zn1 Zn 0.46856(4) 0.67868(3) 0.17701(2) 0.03314(12) Uani 1 1 d . . . P1 P 0.24983(7) 0.52760(7) 0.24239(5) 0.02647(16) Uani 1 1 d . . . N1 N 0.4055(3) 0.8620(2) 0.24721(16) 0.0310(5) Uani 1 1 d . . . C1 C 0.3221(3) 0.4587(3) 0.3360(2) 0.0364(6) Uani 1 1 d . . . H1 H 0.3602 0.3718 0.3041 0.044 Uiso 1 1 d R . . C2 C 0.4716(4) 0.5926(4) 0.3936(2) 0.0535(8) Uani 1 1 d . . . H2A H 0.5129 0.5610 0.4432 0.064 Uiso 1 1 d R . . H2B H 0.4402 0.6861 0.4203 0.064 Uiso 1 1 d R . . H2C H 0.5549 0.6153 0.3532 0.064 Uiso 1 1 d R . . C3 C 0.1944(4) 0.4035(4) 0.3985(2) 0.0471(7) Uani 1 1 d . . . H3A H 0.2424 0.3698 0.4449 0.057 Uiso 1 1 d R . . H3B H 0.1055 0.3161 0.3606 0.057 Uiso 1 1 d R . . H3C H 0.1547 0.4897 0.4294 0.057 Uiso 1 1 d R . . C4 C 0.0697(3) 0.3685(3) 0.17313(18) 0.0300(5) Uani 1 1 d . . . H4 H -0.0149 0.3508 0.2133 0.036 Uiso 1 1 d R . . C5 C 0.1099(4) 0.2141(3) 0.1319(2) 0.0441(7) Uani 1 1 d . . . H5A H 0.0149 0.1323 0.0958 0.053 Uiso 1 1 d R . . H5B H 0.1464 0.1814 0.1823 0.053 Uiso 1 1 d R . . H5C H 0.1949 0.2320 0.0919 0.053 Uiso 1 1 d R . . C6 C 0.0081(4) 0.4244(3) 0.0961(2) 0.0438(7) Uani 1 1 d . . . H6A H -0.0862 0.3426 0.0593 0.053 Uiso 1 1 d R . . H6B H 0.0926 0.4465 0.0564 0.053 Uiso 1 1 d R . . H6C H -0.0204 0.5193 0.1238 0.053 Uiso 1 1 d R . . C7 C 0.1777(3) 0.6919(3) 0.29939(17) 0.0264(5) Uani 1 1 d . . . C8 C 0.0351(3) 0.6730(3) 0.34385(19) 0.0324(6) Uani 1 1 d . . . H8 H -0.0265 0.5698 0.3474 0.039 Uiso 1 1 d R . . C9 C -0.0202(3) 0.8006(3) 0.3848(2) 0.0378(6) Uani 1 1 d . . . H9 H -0.1197 0.7832 0.4137 0.045 Uiso 1 1 d R . . C10 C 0.0696(3) 0.9501(3) 0.3804(2) 0.0376(6) Uani 1 1 d . . . H10 H 0.0350 1.0401 0.4110 0.045 Uiso 1 1 d R . . C11 C 0.2089(3) 0.9724(3) 0.33627(19) 0.0329(6) Uani 1 1 d . . . H11 H 0.2649 1.0776 0.3334 0.039 Uiso 1 1 d R . . C12 C 0.2687(3) 0.8449(3) 0.29398(17) 0.0271(5) Uani 1 1 d . . . C13 C 0.4912(3) 1.0180(3) 0.24355(18) 0.0288(5) Uani 1 1 d . . . C14 C 0.4611(3) 1.0629(3) 0.16383(19) 0.0317(6) Uani 1 1 d . . . C15 C 0.3387(4) 0.9478(3) 0.0831(2) 0.0433(7) Uani 1 1 d . . . H15A H 0.3333 0.9974 0.0347 0.052 Uiso 1 1 d R . . H15B H 0.2333 0.9182 0.1048 0.052 Uiso 1 1 d R . . H15C H 0.3713 0.8545 0.0583 0.052 Uiso 1 1 d R . . C16 C 0.5452(3) 1.2162(3) 0.1615(2) 0.0366(6) Uani 1 1 d . . . H16 H 0.5243 1.2493 0.1078 0.044 Uiso 1 1 d R . . C17 C 0.6572(3) 1.3224(3) 0.2359(2) 0.0378(6) Uani 1 1 d . . . H17 H 0.7128 1.4282 0.2339 0.045 Uiso 1 1 d R . . C18 C 0.6875(3) 1.2758(3) 0.3132(2) 0.0379(6) Uani 1 1 d . . . H18 H 0.7685 1.3498 0.3631 0.046 Uiso 1 1 d R . . C19 C 0.6076(3) 1.1235(3) 0.31841(19) 0.0330(6) Uani 1 1 d . . . C20 C 0.6447(4) 1.0720(4) 0.4015(2) 0.0481(8) Uani 1 1 d . . . H20A H 0.7258 1.1587 0.4458 0.058 Uiso 1 1 d R . . H20B H 0.6860 0.9835 0.3802 0.058 Uiso 1 1 d R . . H20C H 0.5479 1.0409 0.4312 0.058 Uiso 1 1 d R . . C21 C 0.6499(4) 0.6652(3) 0.1011(2) 0.0450(7) Uani 1 1 d . . . H21A H 0.6820 0.5747 0.1034 0.054 Uiso 1 1 d R . . H21B H 0.6156 0.6542 0.0370 0.054 Uiso 1 1 d R . . C22 C 0.7997(4) 0.8091(5) 0.1341(3) 0.0643(10) Uani 1 1 d . . . H22A H 0.8853 0.7981 0.0952 0.077 Uiso 1 1 d R . . H22B H 0.8368 0.8214 0.1980 0.077 Uiso 1 1 d R . . H22C H 0.7704 0.9010 0.1316 0.077 Uiso 1 1 d 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 Zn1 0.03024(19) 0.02666(18) 0.0429(2) 0.01065(14) 0.01198(14) 0.00844(13) P1 0.0246(3) 0.0204(3) 0.0336(4) 0.0095(3) 0.0042(3) 0.0044(2) N1 0.0295(11) 0.0211(10) 0.0415(13) 0.0106(9) 0.0129(10) 0.0047(9) C1 0.0350(15) 0.0305(14) 0.0452(17) 0.0164(12) 0.0001(12) 0.0077(11) C2 0.0460(18) 0.0533(19) 0.054(2) 0.0216(16) -0.0155(15) 0.0016(15) C3 0.0512(18) 0.0486(18) 0.0481(18) 0.0280(15) 0.0050(14) 0.0125(14) C4 0.0290(13) 0.0234(12) 0.0338(14) 0.0070(11) 0.0035(11) 0.0038(10) C5 0.0460(17) 0.0246(14) 0.0536(18) 0.0055(13) 0.0010(14) 0.0052(12) C6 0.0474(17) 0.0394(16) 0.0397(17) 0.0062(13) -0.0060(13) 0.0122(13) C7 0.0256(12) 0.0214(12) 0.0295(13) 0.0069(10) 0.0040(10) 0.0036(10) C8 0.0280(13) 0.0258(13) 0.0385(15) 0.0101(11) 0.0067(11) 0.0002(10) C9 0.0304(14) 0.0352(15) 0.0421(16) 0.0064(12) 0.0141(12) 0.0058(11) C10 0.0380(15) 0.0280(13) 0.0440(16) 0.0048(12) 0.0109(12) 0.0113(11) C11 0.0349(14) 0.0222(12) 0.0399(15) 0.0085(11) 0.0098(12) 0.0065(11) C12 0.0257(13) 0.0233(12) 0.0295(13) 0.0075(10) 0.0024(10) 0.0040(10) C13 0.0280(13) 0.0206(12) 0.0367(14) 0.0081(11) 0.0119(11) 0.0056(10) C14 0.0293(13) 0.0268(13) 0.0389(15) 0.0096(11) 0.0105(11) 0.0082(10) C15 0.0484(17) 0.0365(15) 0.0418(17) 0.0087(13) 0.0015(13) 0.0116(13) C16 0.0363(15) 0.0329(14) 0.0474(17) 0.0206(13) 0.0150(13) 0.0117(12) C17 0.0322(14) 0.0244(13) 0.0577(19) 0.0188(13) 0.0151(13) 0.0031(11) C18 0.0281(14) 0.0284(13) 0.0488(17) 0.0076(12) 0.0060(12) -0.0004(11) C19 0.0288(13) 0.0297(13) 0.0397(15) 0.0119(12) 0.0091(11) 0.0057(11) C20 0.0526(19) 0.0414(17) 0.0438(18) 0.0145(14) -0.0026(14) 0.0037(14) C21 0.0395(16) 0.0381(16) 0.0574(19) 0.0137(14) 0.0201(14) 0.0113(13) C22 0.0421(19) 0.071(2) 0.062(2) 0.0071(19) 0.0170(17) 0.0016(17) _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 Zn1 N1 1.953(2) . ? Zn1 C21 1.962(3) . ? Zn1 P1 2.3956(7) . ? P1 C7 1.803(2) . ? P1 C4 1.838(3) . ? P1 C1 1.845(3) . ? N1 C12 1.375(3) . ? N1 C13 1.426(3) . ? C1 C3 1.523(4) . ? C1 C2 1.533(4) . ? C1 H1 0.9602 . ? C2 H2A 0.9602 . ? C2 H2B 0.9602 . ? C2 H2C 0.9606 . ? C3 H3A 0.9608 . ? C3 H3B 0.9596 . ? C3 H3C 0.9594 . ? C4 C6 1.522(4) . ? C4 C5 1.525(4) . ? C4 H4 0.9597 . ? C5 H5A 0.9600 . ? C5 H5B 0.9593 . ? C5 H5C 0.9604 . ? C6 H6A 0.9597 . ? C6 H6B 0.9597 . ? C6 H6C 0.9604 . ? C7 C8 1.398(3) . ? C7 C12 1.423(3) . ? C8 C9 1.385(4) . ? C8 H8 0.9598 . ? C9 C10 1.387(4) . ? C9 H9 0.9600 . ? C10 C11 1.373(4) . ? C10 H10 0.9606 . ? C11 C12 1.413(3) . ? C11 H11 0.9606 . ? C13 C14 1.401(4) . ? C13 C19 1.403(4) . ? C14 C16 1.395(4) . ? C14 C15 1.504(4) . ? C15 H15A 0.9597 . ? C15 H15B 0.9603 . ? C15 H15C 0.9599 . ? C16 C17 1.383(4) . ? C16 H16 0.9606 . ? C17 C18 1.377(4) . ? C17 H17 0.9603 . ? C18 C19 1.394(4) . ? C18 H18 0.9594 . ? C19 C20 1.499(4) . ? C20 H20A 0.9598 . ? C20 H20B 0.9596 . ? C20 H20C 0.9599 . ? C21 C22 1.508(4) . ? C21 H21A 0.9591 . ? C21 H21B 0.9604 . ? C22 H22A 0.9595 . ? C22 H22B 0.9609 . ? C22 H22C 0.9596 . ? 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 N1 Zn1 C21 131.03(10) . . ? N1 Zn1 P1 84.96(6) . . ? C21 Zn1 P1 143.81(9) . . ? C7 P1 C4 105.93(11) . . ? C7 P1 C1 107.13(12) . . ? C4 P1 C1 107.96(12) . . ? C7 P1 Zn1 95.94(8) . . ? C4 P1 Zn1 124.81(9) . . ? C1 P1 Zn1 112.84(9) . . ? C12 N1 C13 117.3(2) . . ? C12 N1 Zn1 121.83(15) . . ? C13 N1 Zn1 120.55(15) . . ? C3 C1 C2 111.7(3) . . ? C3 C1 P1 115.3(2) . . ? C2 C1 P1 107.52(18) . . ? C3 C1 H1 109.4 . . ? C2 C1 H1 106.8 . . ? P1 C1 H1 105.6 . . ? C1 C2 H2A 110.0 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.6 . . ? C1 C3 H3B 109.4 . . ? H3A C3 H3B 109.4 . . ? C1 C3 H3C 109.4 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C6 C4 C5 111.4(2) . . ? C6 C4 P1 108.49(18) . . ? C5 C4 P1 111.09(18) . . ? C6 C4 H4 107.8 . . ? C5 C4 H4 109.2 . . ? P1 C4 H4 108.8 . . ? C4 C5 H5A 110.1 . . ? C4 C5 H5B 109.1 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.2 . . ? H5A C5 H5C 109.4 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.1 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.8 . . ? H6A C6 H6C 109.4 . . ? H6B C6 H6C 109.4 . . ? C8 C7 C12 120.0(2) . . ? C8 C7 P1 122.92(18) . . ? C12 C7 P1 117.02(18) . . ? C9 C8 C7 121.8(2) . . ? C9 C8 H8 118.2 . . ? C7 C8 H8 120.1 . . ? C8 C9 C10 118.2(2) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 122.1 . . ? C11 C10 C9 121.5(2) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 118.8 . . ? C10 C11 C12 121.7(2) . . ? C10 C11 H11 118.4 . . ? C12 C11 H11 119.9 . . ? N1 C12 C11 123.4(2) . . ? N1 C12 C7 119.8(2) . . ? C11 C12 C7 116.8(2) . . ? C14 C13 C19 120.6(2) . . ? C14 C13 N1 119.5(2) . . ? C19 C13 N1 119.9(2) . . ? C16 C14 C13 118.8(2) . . ? C16 C14 C15 121.0(2) . . ? C13 C14 C15 120.2(2) . . ? C14 C15 H15A 109.4 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.4 . . ? C17 C16 C14 121.0(3) . . ? C17 C16 H16 119.3 . . ? C14 C16 H16 119.7 . . ? C18 C17 C16 119.5(2) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.2 . . ? C17 C18 C19 121.5(3) . . ? C17 C18 H18 118.3 . . ? C19 C18 H18 120.1 . . ? C18 C19 C13 118.4(2) . . ? C18 C19 C20 121.2(3) . . ? C13 C19 C20 120.3(2) . . ? C19 C20 H20A 109.1 . . ? C19 C20 H20B 108.7 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 110.4 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 Zn1 113.8(2) . . ? C22 C21 H21A 107.1 . . ? Zn1 C21 H21A 109.7 . . ? C22 C21 H21B 107.5 . . ? Zn1 C21 H21B 109.3 . . ? H21A C21 H21B 109.4 . . ? C21 C22 H22A 111.2 . . ? C21 C22 H22B 108.8 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 108.4 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.4 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.353 _refine_diff_density_min -0.615 _refine_diff_density_rms 0.141 #===END data_9145_4d _database_code_depnum_ccdc_archive 'CCDC 773059' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H70 N2 P2 Zn' _chemical_formula_sum 'C48 H70 N2 P2 Zn' _chemical_formula_weight 802.37 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' Zn Zn 0.2839 1.4301 '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' O O 0.0106 0.0060 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 14.6308(2) _cell_length_b 21.8029(4) _cell_length_c 15.9501(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.8220(10) _cell_angle_gamma 90.00 _cell_volume 5087.46(15) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 27233 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.048 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 0.575 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6344 _exptl_absorpt_correction_T_max 0.6852 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30751 _diffrn_reflns_av_R_equivalents 0.0771 _diffrn_reflns_av_sigmaI/netI 0.0758 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8884 _reflns_number_gt 5956 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1796P)^2^+5.7352P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8884 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0599 _refine_ls_wR_factor_ref 0.2112 _refine_ls_wR_factor_gt 0.1766 _refine_ls_goodness_of_fit_ref 0.758 _refine_ls_restrained_S_all 0.758 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.002 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 Zn1 Zn 0.30031(3) 0.33974(2) 0.25438(3) 0.03649(19) Uani 1 1 d . . . P1 P 0.32041(8) 0.27429(5) 0.13257(7) 0.0397(3) Uani 1 1 d . . . P2 P 0.27445(8) 0.31623(6) 0.40127(6) 0.0394(3) Uani 1 1 d . . . N1 N 0.4225(2) 0.37308(17) 0.21988(19) 0.0376(8) Uani 1 1 d . . . N2 N 0.1827(2) 0.38682(18) 0.2659(2) 0.0450(9) Uani 1 1 d . . . C1 C 0.2358(4) 0.2469(2) 0.0535(3) 0.0558(13) Uani 1 1 d . . . H1 H 0.2700 0.2329 0.0031 0.067 Uiso 1 1 calc R . . C2 C 0.1724(4) 0.2979(3) 0.0265(3) 0.0673(15) Uani 1 1 d . . . H2A H 0.2082 0.3319 0.0039 0.101 Uiso 1 1 calc R . . H2B H 0.1378 0.3122 0.0749 0.101 Uiso 1 1 calc R . . H2C H 0.1300 0.2827 -0.0168 0.101 Uiso 1 1 calc R . . C3 C 0.1813(5) 0.1923(3) 0.0864(5) 0.093(2) Uani 1 1 d . . . H3A H 0.2234 0.1593 0.1027 0.139 Uiso 1 1 calc R . . H3B H 0.1394 0.1775 0.0423 0.139 Uiso 1 1 calc R . . H3C H 0.1461 0.2051 0.1352 0.139 Uiso 1 1 calc R . . C4 C 0.4038(4) 0.2105(2) 0.1475(3) 0.0587(13) Uani 1 1 d . . . H4 H 0.4619 0.2306 0.1668 0.070 Uiso 1 1 calc R . . C5 C 0.3791(5) 0.1659(3) 0.2174(5) 0.098(2) Uani 1 1 d . . . H5A H 0.3644 0.1890 0.2682 0.147 Uiso 1 1 calc R . . H5B H 0.4311 0.1387 0.2291 0.147 Uiso 1 1 calc R . . H5C H 0.3260 0.1414 0.1999 0.147 Uiso 1 1 calc R . . C6 C 0.4277(5) 0.1771(3) 0.0665(4) 0.0778(17) Uani 1 1 d . . . H6A H 0.4452 0.2072 0.0239 0.117 Uiso 1 1 calc R . . H6B H 0.3745 0.1538 0.0464 0.117 Uiso 1 1 calc R . . H6C H 0.4788 0.1490 0.0772 0.117 Uiso 1 1 calc R . . C7 C 0.3909(3) 0.33091(18) 0.0814(2) 0.0347(9) Uani 1 1 d . . . C8 C 0.4026(3) 0.3327(2) -0.0053(3) 0.0405(10) Uani 1 1 d . . . H8 H 0.3687 0.3055 -0.0402 0.049 Uiso 1 1 calc R . . C9 C 0.4634(3) 0.3739(2) -0.0411(3) 0.0493(12) Uani 1 1 d . . . H9 H 0.4706 0.3753 -0.1002 0.059 Uiso 1 1 calc R . . C10 C 0.5128(3) 0.4126(2) 0.0106(3) 0.0504(12) Uani 1 1 d . . . H10 H 0.5559 0.4398 -0.0134 0.061 Uiso 1 1 calc R . . C11 C 0.5014(3) 0.4128(2) 0.0962(3) 0.0468(11) Uani 1 1 d . . . H11 H 0.5363 0.4403 0.1300 0.056 Uiso 1 1 calc R . . C12 C 0.4383(3) 0.37251(18) 0.1350(2) 0.0322(9) Uani 1 1 d . . . C13 C 0.4908(3) 0.3996(2) 0.2743(2) 0.0408(10) Uani 1 1 d . . . C14 C 0.5744(3) 0.3681(3) 0.2890(3) 0.0578(13) Uani 1 1 d . . . C15 C 0.5987(4) 0.3081(3) 0.2441(4) 0.080(2) Uani 1 1 d . . . H15 H 0.5566 0.3041 0.1945 0.096 Uiso 1 1 calc R . . C16 C 0.5820(9) 0.2536(4) 0.3005(5) 0.173(6) Uani 1 1 d . . . H16A H 0.5973 0.2158 0.2707 0.260 Uiso 1 1 calc R . . H16B H 0.5176 0.2526 0.3163 0.260 Uiso 1 1 calc R . . H16C H 0.6205 0.2571 0.3511 0.260 Uiso 1 1 calc R . . C17 C 0.6938(5) 0.3077(7) 0.2126(8) 0.221(8) Uani 1 1 d . . . H17A H 0.7050 0.2693 0.1826 0.332 Uiso 1 1 calc R . . H17B H 0.7369 0.3111 0.2600 0.332 Uiso 1 1 calc R . . H17C H 0.7023 0.3424 0.1746 0.332 Uiso 1 1 calc R . . C18 C 0.6366(3) 0.3909(3) 0.3486(3) 0.0668(16) Uani 1 1 d . . . H18 H 0.6919 0.3692 0.3591 0.080 Uiso 1 1 calc R . . C19 C 0.6199(4) 0.4435(3) 0.3921(3) 0.0700(17) Uani 1 1 d . . . H19 H 0.6624 0.4574 0.4335 0.084 Uiso 1 1 calc R . . C20 C 0.5416(4) 0.4763(3) 0.3760(3) 0.0637(15) Uani 1 1 d . . . H20 H 0.5309 0.5134 0.4054 0.076 Uiso 1 1 calc R . . C21 C 0.4764(3) 0.4553(2) 0.3158(3) 0.0489(11) Uani 1 1 d . . . C22 C 0.3954(4) 0.4969(2) 0.2955(3) 0.0566(13) Uani 1 1 d . . . H22 H 0.3492 0.4723 0.2633 0.068 Uiso 1 1 calc R . . C23 C 0.4266(5) 0.5495(3) 0.2399(4) 0.096(2) Uani 1 1 d . . . H23A H 0.3743 0.5758 0.2259 0.144 Uiso 1 1 calc R . . H23B H 0.4523 0.5328 0.1882 0.144 Uiso 1 1 calc R . . H23C H 0.4733 0.5736 0.2697 0.144 Uiso 1 1 calc R . . C24 C 0.3484(4) 0.5233(3) 0.3735(4) 0.0702(15) Uani 1 1 d . . . H24A H 0.2963 0.5486 0.3558 0.105 Uiso 1 1 calc R . . H24B H 0.3921 0.5484 0.4055 0.105 Uiso 1 1 calc R . . H24C H 0.3269 0.4895 0.4087 0.105 Uiso 1 1 calc R . . C25 C 0.3553(3) 0.3087(2) 0.4906(3) 0.0528(12) Uani 1 1 d . . . H25 H 0.3188 0.3110 0.5430 0.063 Uiso 1 1 calc R . . C26 C 0.4236(4) 0.3611(3) 0.4935(3) 0.0682(15) Uani 1 1 d . . . H26A H 0.3909 0.4003 0.4949 0.102 Uiso 1 1 calc R . . H26B H 0.4619 0.3595 0.4436 0.102 Uiso 1 1 calc R . . H26C H 0.4623 0.3572 0.5439 0.102 Uiso 1 1 calc R . . C27 C 0.4037(5) 0.2463(3) 0.4903(4) 0.092(2) Uani 1 1 d . . . H27A H 0.3581 0.2135 0.4896 0.137 Uiso 1 1 calc R . . H27B H 0.4424 0.2426 0.5407 0.137 Uiso 1 1 calc R . . H27C H 0.4418 0.2431 0.4404 0.137 Uiso 1 1 calc R . . C28 C 0.1846(4) 0.2569(2) 0.4179(3) 0.0554(13) Uani 1 1 d . . . H28 H 0.1297 0.2733 0.3871 0.066 Uiso 1 1 calc R . . C29 C 0.2022(5) 0.1959(3) 0.3773(5) 0.094(2) Uani 1 1 d . . . H29A H 0.2210 0.2023 0.3192 0.140 Uiso 1 1 calc R . . H29B H 0.1463 0.1712 0.3780 0.140 Uiso 1 1 calc R . . H29C H 0.2509 0.1745 0.4083 0.140 Uiso 1 1 calc R . . C30 C 0.1538(5) 0.2516(4) 0.5081(4) 0.095(2) Uani 1 1 d . . . H30A H 0.1422 0.2926 0.5307 0.143 Uiso 1 1 calc R . . H30B H 0.2016 0.2315 0.5418 0.143 Uiso 1 1 calc R . . H30C H 0.0975 0.2273 0.5102 0.143 Uiso 1 1 calc R . . C31 C 0.2109(3) 0.3863(2) 0.4169(2) 0.0397(10) Uani 1 1 d . . . C32 C 0.1979(3) 0.4138(2) 0.4944(3) 0.0506(12) Uani 1 1 d . . . H32 H 0.2268 0.3964 0.5425 0.061 Uiso 1 1 calc R . . C33 C 0.1443(3) 0.4657(3) 0.5041(3) 0.0598(14) Uani 1 1 d . . . H33 H 0.1380 0.4843 0.5576 0.072 Uiso 1 1 calc R . . C34 C 0.1003(4) 0.4897(3) 0.4349(3) 0.0629(14) Uani 1 1 d . . . H34 H 0.0622 0.5247 0.4410 0.076 Uiso 1 1 calc R . . C35 C 0.1106(3) 0.4636(2) 0.3562(3) 0.0566(13) Uani 1 1 d . . . H35 H 0.0785 0.4807 0.3095 0.068 Uiso 1 1 calc R . . C36 C 0.1679(3) 0.4123(2) 0.3439(3) 0.0432(11) Uani 1 1 d . . . C37 C 0.1134(3) 0.3978(2) 0.2022(3) 0.0444(11) Uani 1 1 d . . . C38 C 0.0273(3) 0.3697(3) 0.2093(3) 0.0644(15) Uani 1 1 d . . . C39 C 0.0007(4) 0.3335(4) 0.2861(4) 0.095(3) Uani 1 1 d . . . H39 H 0.0539 0.3335 0.3261 0.114 Uiso 1 1 calc R . . C40 C -0.0208(7) 0.2687(4) 0.2644(6) 0.139(4) Uani 1 1 d . . . H40A H -0.0388 0.2466 0.3150 0.208 Uiso 1 1 calc R . . H40B H 0.0334 0.2492 0.2406 0.208 Uiso 1 1 calc R . . H40C H -0.0710 0.2676 0.2231 0.208 Uiso 1 1 calc R . . C41 C -0.0823(5) 0.3639(5) 0.3313(5) 0.141(4) Uani 1 1 d . . . H41A H -0.0663 0.4059 0.3477 0.212 Uiso 1 1 calc R . . H41B H -0.0972 0.3401 0.3814 0.212 Uiso 1 1 calc R . . H41C H -0.1354 0.3647 0.2931 0.212 Uiso 1 1 calc R . . C42 C -0.0370(4) 0.3771(3) 0.1440(3) 0.0688(16) Uani 1 1 d . . . H42 H -0.0955 0.3587 0.1492 0.083 Uiso 1 1 calc R . . C43 C -0.0188(3) 0.4096(3) 0.0738(3) 0.0631(14) Uani 1 1 d . . . H43 H -0.0623 0.4119 0.0291 0.076 Uiso 1 1 calc R . . C44 C 0.0630(4) 0.4389(2) 0.0686(3) 0.0580(13) Uani 1 1 d . . . H44 H 0.0748 0.4635 0.0208 0.070 Uiso 1 1 calc R . . C45 C 0.1307(3) 0.4338(2) 0.1320(3) 0.0447(11) Uani 1 1 d . . . C46 C 0.2182(4) 0.4722(2) 0.1246(3) 0.0577(13) Uani 1 1 d . . . H46 H 0.2657 0.4541 0.1629 0.069 Uiso 1 1 calc R . . C47 C 0.2572(4) 0.4748(3) 0.0366(3) 0.0666(15) Uani 1 1 d . . . H47A H 0.3138 0.4988 0.0376 0.100 Uiso 1 1 calc R . . H47B H 0.2127 0.4942 -0.0015 0.100 Uiso 1 1 calc R . . H47C H 0.2701 0.4331 0.0171 0.100 Uiso 1 1 calc R . . C48 C 0.1975(6) 0.5365(3) 0.1546(4) 0.099(2) Uani 1 1 d . . . H48A H 0.2529 0.5616 0.1516 0.148 Uiso 1 1 calc R . . H48B H 0.1767 0.5350 0.2127 0.148 Uiso 1 1 calc R . . H48C H 0.1496 0.5546 0.1188 0.148 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 Zn1 0.0287(3) 0.0517(3) 0.0290(3) 0.0033(2) 0.00186(18) -0.0020(2) P1 0.0401(6) 0.0425(7) 0.0364(6) 0.0028(5) 0.0000(5) -0.0087(5) P2 0.0356(6) 0.0536(7) 0.0291(5) 0.0059(5) 0.0012(4) 0.0038(5) N1 0.0327(19) 0.054(2) 0.0260(17) -0.0028(15) 0.0012(13) -0.0099(16) N2 0.035(2) 0.068(3) 0.0319(18) 0.0014(17) -0.0047(15) 0.0058(18) C1 0.056(3) 0.053(3) 0.058(3) -0.007(2) -0.004(2) -0.022(3) C2 0.056(3) 0.079(4) 0.066(3) -0.003(3) -0.024(3) -0.010(3) C3 0.078(5) 0.080(4) 0.120(6) 0.007(4) -0.016(4) -0.045(4) C4 0.069(4) 0.051(3) 0.056(3) 0.010(2) 0.007(3) -0.003(3) C5 0.094(5) 0.084(5) 0.117(6) 0.049(4) 0.023(4) 0.013(4) C6 0.085(4) 0.059(4) 0.089(4) -0.007(3) 0.004(4) 0.010(3) C7 0.038(2) 0.034(2) 0.032(2) -0.0026(17) 0.0033(17) -0.0021(18) C8 0.044(3) 0.045(3) 0.032(2) -0.0069(18) 0.0030(18) -0.007(2) C9 0.056(3) 0.057(3) 0.036(2) -0.001(2) 0.011(2) -0.001(2) C10 0.054(3) 0.054(3) 0.044(3) 0.006(2) 0.012(2) -0.014(2) C11 0.045(3) 0.050(3) 0.045(3) -0.006(2) 0.009(2) -0.017(2) C12 0.028(2) 0.039(2) 0.030(2) -0.0006(17) -0.0016(15) -0.0042(17) C13 0.031(2) 0.062(3) 0.029(2) -0.005(2) 0.0015(16) -0.013(2) C14 0.033(3) 0.093(4) 0.047(3) -0.009(3) -0.003(2) -0.006(3) C15 0.042(3) 0.124(6) 0.073(4) -0.037(4) -0.010(3) 0.017(3) C16 0.334(16) 0.108(7) 0.076(5) -0.002(5) -0.042(7) 0.113(9) C17 0.053(5) 0.394(19) 0.217(11) -0.228(13) 0.010(6) 0.012(8) C18 0.032(3) 0.118(5) 0.051(3) -0.015(3) -0.007(2) -0.006(3) C19 0.044(3) 0.118(5) 0.047(3) -0.017(3) -0.013(2) -0.018(3) C20 0.074(4) 0.074(4) 0.043(3) -0.012(3) -0.001(2) -0.023(3) C21 0.049(3) 0.060(3) 0.038(2) -0.003(2) 0.000(2) -0.014(2) C22 0.071(4) 0.052(3) 0.047(3) -0.003(2) -0.007(2) -0.011(3) C23 0.124(6) 0.083(5) 0.081(4) 0.025(4) 0.012(4) 0.000(4) C24 0.077(4) 0.066(4) 0.068(4) -0.008(3) 0.003(3) 0.001(3) C25 0.048(3) 0.074(3) 0.036(2) 0.004(2) -0.004(2) 0.011(3) C26 0.052(3) 0.098(4) 0.055(3) 0.009(3) -0.014(2) -0.002(3) C27 0.076(4) 0.108(5) 0.090(5) 0.008(4) -0.020(3) 0.030(4) C28 0.053(3) 0.065(3) 0.048(3) 0.000(2) 0.009(2) -0.007(3) C29 0.098(5) 0.067(4) 0.118(6) -0.010(4) 0.046(4) -0.021(4) C30 0.080(4) 0.138(6) 0.068(4) -0.005(4) 0.036(3) -0.037(4) C31 0.034(2) 0.054(3) 0.031(2) 0.0027(19) 0.0018(17) 0.002(2) C32 0.047(3) 0.070(3) 0.034(2) 0.003(2) 0.0001(19) 0.009(2) C33 0.057(3) 0.075(4) 0.047(3) -0.010(3) 0.012(2) 0.017(3) C34 0.058(3) 0.075(4) 0.056(3) -0.002(3) 0.009(2) 0.026(3) C35 0.045(3) 0.080(4) 0.045(3) 0.009(2) 0.004(2) 0.025(3) C36 0.034(2) 0.060(3) 0.036(2) 0.009(2) 0.0039(17) 0.002(2) C37 0.032(2) 0.066(3) 0.035(2) 0.004(2) -0.0039(17) 0.006(2) C38 0.040(3) 0.105(4) 0.048(3) 0.024(3) -0.007(2) -0.003(3) C39 0.052(4) 0.159(7) 0.073(4) 0.053(4) -0.020(3) -0.031(4) C40 0.133(8) 0.145(8) 0.137(8) 0.084(7) -0.033(6) -0.043(6) C41 0.058(4) 0.286(13) 0.080(5) 0.041(7) 0.012(4) -0.029(6) C42 0.041(3) 0.106(5) 0.059(3) 0.026(3) -0.010(2) -0.004(3) C43 0.044(3) 0.092(4) 0.053(3) 0.015(3) -0.021(2) 0.010(3) C44 0.061(3) 0.072(3) 0.041(3) 0.014(2) -0.014(2) 0.005(3) C45 0.047(3) 0.048(3) 0.039(2) 0.003(2) -0.0065(19) 0.007(2) C46 0.065(3) 0.054(3) 0.053(3) 0.013(2) -0.012(2) -0.008(3) C47 0.067(4) 0.064(3) 0.068(3) 0.011(3) 0.002(3) -0.003(3) C48 0.147(7) 0.060(4) 0.089(5) -0.011(3) 0.022(5) -0.035(4) _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 Zn1 N2 2.015(4) . ? Zn1 N1 2.014(3) . ? Zn1 P2 2.4333(11) . ? Zn1 P1 2.4319(12) . ? P1 C7 1.811(4) . ? P1 C1 1.853(5) . ? P1 C4 1.864(5) . ? P2 C31 1.807(4) . ? P2 C25 1.845(5) . ? P2 C28 1.866(5) . ? N1 C12 1.377(5) . ? N1 C13 1.437(5) . ? N2 C36 1.382(5) . ? N2 C37 1.445(5) . ? C1 C2 1.507(7) . ? C1 C3 1.530(7) . ? C1 H1 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.526(7) . ? C4 C6 1.528(8) . ? C4 H4 1.0000 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.395(6) . ? C7 C12 1.420(5) . ? C8 C9 1.392(6) . ? C8 H8 0.9500 . ? C9 C10 1.377(7) . ? C9 H9 0.9500 . ? C10 C11 1.379(6) . ? C10 H10 0.9500 . ? C11 C12 1.422(6) . ? C11 H11 0.9500 . ? C13 C21 1.400(6) . ? C13 C14 1.420(7) . ? C14 C18 1.399(7) . ? C14 C15 1.535(8) . ? C15 C17 1.487(9) . ? C15 C16 1.511(11) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.365(8) . ? C18 H18 0.9500 . ? C19 C20 1.371(8) . ? C19 H19 0.9500 . ? C20 C21 1.418(7) . ? C20 H20 0.9500 . ? C21 C22 1.522(7) . ? C22 C23 1.524(8) . ? C22 C24 1.541(7) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.518(7) . ? C25 C27 1.535(8) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.503(8) . ? C28 C30 1.519(7) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.390(6) . ? C31 C36 1.432(6) . ? C32 C33 1.386(7) . ? C32 H32 0.9500 . ? C33 C34 1.373(7) . ? C33 H33 0.9500 . ? C34 C35 1.389(7) . ? C34 H34 0.9500 . ? C35 C36 1.413(6) . ? C35 H35 0.9500 . ? C37 C45 1.394(6) . ? C37 C38 1.406(7) . ? C38 C42 1.403(7) . ? C38 C39 1.514(8) . ? C39 C40 1.488(11) . ? C39 C41 1.568(11) . ? C39 H39 1.0000 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.354(7) . ? C42 H42 0.9500 . ? C43 C44 1.360(7) . ? C43 H43 0.9500 . ? C44 C45 1.410(6) . ? C44 H44 0.9500 . ? C45 C46 1.535(7) . ? C46 C47 1.523(7) . ? C46 C48 1.514(8) . ? C46 H46 1.0000 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? 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 N2 Zn1 N1 127.16(16) . . ? N2 Zn1 P2 82.78(10) . . ? N1 Zn1 P2 119.34(9) . . ? N2 Zn1 P1 119.04(10) . . ? N1 Zn1 P1 82.85(10) . . ? P2 Zn1 P1 131.91(4) . . ? C7 P1 C1 107.0(2) . . ? C7 P1 C4 101.0(2) . . ? C1 P1 C4 106.0(2) . . ? C7 P1 Zn1 92.09(13) . . ? C1 P1 Zn1 130.21(18) . . ? C4 P1 Zn1 114.97(17) . . ? C31 P2 C25 107.1(2) . . ? C31 P2 C28 101.6(2) . . ? C25 P2 C28 105.9(2) . . ? C31 P2 Zn1 92.40(13) . . ? C25 P2 Zn1 130.93(16) . . ? C28 P2 Zn1 113.72(16) . . ? C12 N1 C13 118.3(3) . . ? C12 N1 Zn1 115.3(2) . . ? C13 N1 Zn1 126.4(2) . . ? C36 N2 C37 116.7(3) . . ? C36 N2 Zn1 115.6(3) . . ? C37 N2 Zn1 127.6(3) . . ? C2 C1 C3 110.5(5) . . ? C2 C1 P1 111.0(3) . . ? C3 C1 P1 111.3(4) . . ? C2 C1 H1 107.9 . . ? C3 C1 H1 107.9 . . ? P1 C1 H1 107.9 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C6 112.0(5) . . ? C5 C4 P1 114.1(4) . . ? C6 C4 P1 113.8(4) . . ? C5 C4 H4 105.3 . . ? C6 C4 H4 105.3 . . ? P1 C4 H4 105.3 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 120.8(4) . . ? C8 C7 P1 123.0(3) . . ? C12 C7 P1 116.1(3) . . ? C7 C8 C9 120.9(4) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C10 C9 C8 118.8(4) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C9 C10 C11 121.7(4) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C12 121.2(4) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? N1 C12 C11 122.7(4) . . ? N1 C12 C7 120.7(3) . . ? C11 C12 C7 116.6(3) . . ? C21 C13 C14 118.6(4) . . ? C21 C13 N1 121.8(4) . . ? C14 C13 N1 119.6(4) . . ? C18 C14 C13 119.3(5) . . ? C18 C14 C15 117.9(5) . . ? C13 C14 C15 122.8(4) . . ? C17 C15 C14 112.7(7) . . ? C17 C15 C16 110.9(9) . . ? C14 C15 C16 110.6(5) . . ? C17 C15 H15 107.5 . . ? C14 C15 H15 107.5 . . ? C16 C15 H15 107.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C14 121.7(5) . . ? C19 C18 H18 119.2 . . ? C14 C18 H18 119.2 . . ? C18 C19 C20 119.8(5) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C19 C20 C21 120.8(5) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? C13 C21 C20 119.6(5) . . ? C13 C21 C22 122.5(4) . . ? C20 C21 C22 117.8(5) . . ? C21 C22 C23 109.5(5) . . ? C21 C22 C24 113.9(4) . . ? C23 C22 C24 109.3(5) . . ? C21 C22 H22 108.0 . . ? C23 C22 H22 108.0 . . ? C24 C22 H22 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C27 111.2(5) . . ? C26 C25 P2 111.9(3) . . ? C27 C25 P2 111.6(4) . . ? C26 C25 H25 107.3 . . ? C27 C25 H25 107.3 . . ? P2 C25 H25 107.3 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C30 113.3(5) . . ? C29 C28 P2 115.2(4) . . ? C30 C28 P2 114.0(4) . . ? C29 C28 H28 104.2 . . ? C30 C28 H28 104.2 . . ? P2 C28 H28 104.2 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 119.2(4) . . ? C32 C31 P2 124.4(3) . . ? C36 C31 P2 116.4(3) . . ? C31 C32 C33 122.5(4) . . ? C31 C32 H32 118.8 . . ? C33 C32 H32 118.8 . . ? C34 C33 C32 118.7(5) . . ? C34 C33 H33 120.6 . . ? C32 C33 H33 120.6 . . ? C33 C34 C35 121.0(5) . . ? C33 C34 H34 119.5 . . ? C35 C34 H34 119.5 . . ? C34 C35 C36 121.4(4) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? N2 C36 C31 120.0(4) . . ? N2 C36 C35 122.9(4) . . ? C31 C36 C35 117.1(4) . . ? C45 C37 C38 118.9(4) . . ? C45 C37 N2 121.7(4) . . ? C38 C37 N2 119.4(4) . . ? C42 C38 C37 118.8(5) . . ? C42 C38 C39 118.9(5) . . ? C37 C38 C39 122.3(4) . . ? C40 C39 C38 111.2(7) . . ? C40 C39 C41 110.3(7) . . ? C38 C39 C41 111.3(6) . . ? C40 C39 H39 108.0 . . ? C38 C39 H39 108.0 . . ? C41 C39 H39 108.0 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C39 C41 H41A 109.5 . . ? C39 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C39 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C43 C42 C38 122.4(5) . . ? C43 C42 H42 118.8 . . ? C38 C42 H42 118.8 . . ? C44 C43 C42 118.7(5) . . ? C44 C43 H43 120.6 . . ? C42 C43 H43 120.7 . . ? C43 C44 C45 121.9(5) . . ? C43 C44 H44 119.0 . . ? C45 C44 H44 119.0 . . ? C37 C45 C44 119.1(4) . . ? C37 C45 C46 122.0(4) . . ? C44 C45 C46 118.7(4) . . ? C47 C46 C45 114.6(4) . . ? C47 C46 C48 109.5(5) . . ? C45 C46 C48 108.1(5) . . ? C47 C46 H46 108.2 . . ? C45 C46 H46 108.2 . . ? C48 C46 H46 108.2 . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C46 C48 H48A 109.5 . . ? C46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C46 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.598 _refine_diff_density_min -0.612 _refine_diff_density_rms 0.157 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.208 0.564 0.205 223.7 22.2 2 0.208 0.436 0.795 223.6 22.8 3 0.291 0.936 0.705 223.7 22.1 4 0.708 0.064 0.295 223.6 22.5 _platon_squeeze_details ; ? ; #===END data_8064_5c _database_code_depnum_ccdc_archive 'CCDC 773060' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H43 Li N O2 P' _chemical_formula_sum 'C28 H43 Li N O2 P' _chemical_formula_weight 463.54 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' Li Li -0.0003 0.0001 '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 0.0060 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2124(3) _cell_length_b 9.3766(3) _cell_length_c 18.2449(7) _cell_angle_alpha 77.7120(10) _cell_angle_beta 78.2640(10) _cell_angle_gamma 67.232(2) _cell_volume 1407.04(8) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 15452 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.094 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 0.120 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8647 _exptl_absorpt_correction_T_max 1.0442 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18628 _diffrn_reflns_av_R_equivalents 0.0964 _diffrn_reflns_av_sigmaI/netI 0.1164 _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 -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.40 _reflns_number_total 5025 _reflns_number_gt 2742 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1476P)^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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.144(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5025 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1706 _refine_ls_R_factor_gt 0.0937 _refine_ls_wR_factor_ref 0.2776 _refine_ls_wR_factor_gt 0.2116 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 P1 P 0.22681(13) 0.25524(13) 0.37432(6) 0.0375(4) Uani 1 1 d . . . O1 O 0.2947(4) 0.5100(4) 0.17395(19) 0.0655(11) Uani 1 1 d . . . O2 O -0.0400(4) 0.5710(4) 0.24658(19) 0.0603(10) Uani 1 1 d . . . N1 N 0.1737(4) 0.1861(4) 0.23102(19) 0.0409(9) Uani 1 1 d . . . C1 C 0.3870(5) 0.2314(5) 0.4281(2) 0.0433(11) Uani 1 1 d . . . H1 H 0.3963 0.1419 0.4684 0.052 Uiso 1 1 calc R . . C2 C 0.5434(6) 0.1982(7) 0.3759(3) 0.0666(15) Uani 1 1 d . . . H2A H 0.5672 0.1046 0.3550 0.100 Uiso 1 1 calc R . . H2B H 0.6265 0.1845 0.4040 0.100 Uiso 1 1 calc R . . H2C H 0.5354 0.2843 0.3356 0.100 Uiso 1 1 calc R . . C3 C 0.3444(6) 0.3783(6) 0.4644(3) 0.0592(14) Uani 1 1 d . . . H3A H 0.2459 0.3947 0.4976 0.089 Uiso 1 1 calc R . . H3B H 0.3336 0.4673 0.4256 0.089 Uiso 1 1 calc R . . H3C H 0.4270 0.3648 0.4928 0.089 Uiso 1 1 calc R . . C4 C 0.0500(5) 0.2816(5) 0.4486(2) 0.0463(12) Uani 1 1 d . . . H4 H 0.0208 0.3851 0.4630 0.056 Uiso 1 1 calc R . . C5 C 0.0733(6) 0.1640(6) 0.5214(3) 0.0582(14) Uani 1 1 d . . . H5A H 0.1603 0.1641 0.5428 0.087 Uiso 1 1 calc R . . H5B H 0.0962 0.0614 0.5102 0.087 Uiso 1 1 calc R . . H5C H -0.0218 0.1926 0.5569 0.087 Uiso 1 1 calc R . . C6 C -0.0896(5) 0.2855(6) 0.4138(3) 0.0551(13) Uani 1 1 d . . . H6A H -0.1035 0.3608 0.3686 0.083 Uiso 1 1 calc R . . H6B H -0.1847 0.3141 0.4495 0.083 Uiso 1 1 calc R . . H6C H -0.0683 0.1839 0.4017 0.083 Uiso 1 1 calc R . . C7 C 0.2728(5) 0.0612(5) 0.3512(2) 0.0355(10) Uani 1 1 d . . . C8 C 0.3403(5) -0.0763(5) 0.3988(2) 0.0440(11) Uani 1 1 d . . . H8 H 0.3686 -0.0701 0.4438 0.053 Uiso 1 1 calc R . . C9 C 0.3674(6) -0.2225(5) 0.3818(3) 0.0500(12) Uani 1 1 d . . . H9 H 0.4156 -0.3128 0.4142 0.060 Uiso 1 1 calc R . . C10 C 0.3216(6) -0.2315(5) 0.3166(3) 0.0512(13) Uani 1 1 d . . . H10 H 0.3360 -0.3288 0.3055 0.061 Uiso 1 1 calc R . . C11 C 0.2550(5) -0.0997(5) 0.2674(2) 0.0459(12) Uani 1 1 d . . . H11 H 0.2242 -0.1099 0.2239 0.055 Uiso 1 1 calc R . . C12 C 0.2313(5) 0.0535(5) 0.2807(2) 0.0359(10) Uani 1 1 d . . . C13 C 0.1385(6) 0.1688(5) 0.1623(2) 0.0461(12) Uani 1 1 d . . . C14 C 0.2529(6) 0.1539(5) 0.0980(3) 0.0549(13) Uani 1 1 d . . . C15 C 0.4161(7) 0.1431(8) 0.1027(3) 0.0819(19) Uani 1 1 d . . . H15A H 0.4777 0.1360 0.0535 0.123 Uiso 1 1 calc R . . H15B H 0.4652 0.0517 0.1373 0.123 Uiso 1 1 calc R . . H15C H 0.4109 0.2345 0.1204 0.123 Uiso 1 1 calc R . . C16 C 0.2115(9) 0.1467(6) 0.0289(3) 0.0743(18) Uani 1 1 d . . . H16 H 0.2857 0.1393 -0.0144 0.089 Uiso 1 1 calc R . . C17 C 0.0613(10) 0.1506(8) 0.0250(4) 0.088(2) Uani 1 1 d . . . H17 H 0.0348 0.1468 -0.0209 0.106 Uiso 1 1 calc R . . C18 C -0.0477(8) 0.1600(7) 0.0887(4) 0.0814(19) Uani 1 1 d . . . H18 H -0.1469 0.1587 0.0861 0.098 Uiso 1 1 calc R . . C19 C -0.0127(6) 0.1713(6) 0.1570(3) 0.0578(14) Uani 1 1 d . . . C20 C -0.1330(7) 0.1782(8) 0.2271(3) 0.0786(18) Uani 1 1 d . . . H20A H -0.2297 0.1800 0.2143 0.118 Uiso 1 1 calc R . . H20B H -0.1537 0.2712 0.2479 0.118 Uiso 1 1 calc R . . H20C H -0.0920 0.0880 0.2639 0.118 Uiso 1 1 calc R . . C21 C 0.4599(7) 0.4871(7) 0.1657(3) 0.0711(16) Uani 1 1 d . . . H21A H 0.5251 0.3884 0.1479 0.085 Uiso 1 1 calc R . . H21B H 0.4901 0.4877 0.2135 0.085 Uiso 1 1 calc R . . C22 C 0.4782(10) 0.6214(11) 0.1087(4) 0.109(3) Uani 1 1 d . . . H22A H 0.4812 0.7016 0.1336 0.131 Uiso 1 1 calc R . . H22B H 0.5757 0.5867 0.0741 0.131 Uiso 1 1 calc R . . C23 C 0.3437(10) 0.6806(9) 0.0687(4) 0.106(2) Uani 1 1 d . . . H23A H 0.3011 0.7940 0.0624 0.128 Uiso 1 1 calc R . . H23B H 0.3743 0.6483 0.0190 0.128 Uiso 1 1 calc R . . C24 C 0.2286(8) 0.6205(9) 0.1113(4) 0.101(3) Uani 1 1 d . . . H24A H 0.1961 0.5701 0.0797 0.121 Uiso 1 1 calc R . . H24B H 0.1358 0.7050 0.1295 0.121 Uiso 1 1 calc R . . C25 C -0.0651(8) 0.6840(7) 0.2939(4) 0.0822(19) Uani 1 1 d . . . H25A H -0.0486 0.6328 0.3452 0.099 Uiso 1 1 calc R . . H25B H 0.0090 0.7382 0.2754 0.099 Uiso 1 1 calc R . . C26 C -0.2242(10) 0.7920(10) 0.2926(7) 0.140(4) Uani 1 1 d . . . H26A H -0.2298 0.8971 0.2934 0.168 Uiso 1 1 calc R . . H26B H -0.2938 0.7634 0.3357 0.168 Uiso 1 1 calc R . . C27 C -0.2690(10) 0.7824(12) 0.2218(7) 0.151(4) Uani 1 1 d . . . H27A H -0.2375 0.8526 0.1801 0.181 Uiso 1 1 calc R . . H27B H -0.3827 0.8081 0.2261 0.181 Uiso 1 1 calc R . . C28 C -0.1801(8) 0.6155(8) 0.2107(4) 0.097(2) Uani 1 1 d . . . H28A H -0.2427 0.5512 0.2346 0.116 Uiso 1 1 calc R . . H28B H -0.1521 0.6059 0.1573 0.116 Uiso 1 1 calc R . . Li1 Li 0.1624(9) 0.3941(9) 0.2408(4) 0.050(2) 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 P1 0.0402(7) 0.0362(7) 0.0375(7) -0.0044(5) -0.0073(5) -0.0150(5) O1 0.059(2) 0.061(2) 0.064(2) 0.0134(18) -0.0098(18) -0.0195(18) O2 0.058(2) 0.048(2) 0.072(2) -0.0185(17) -0.0223(18) -0.0046(17) N1 0.046(2) 0.039(2) 0.037(2) -0.0070(16) -0.0095(17) -0.0119(17) C1 0.050(3) 0.043(3) 0.042(2) -0.002(2) -0.011(2) -0.022(2) C2 0.047(3) 0.085(4) 0.074(4) -0.021(3) -0.006(3) -0.028(3) C3 0.073(4) 0.049(3) 0.068(3) -0.006(3) -0.031(3) -0.025(3) C4 0.046(3) 0.049(3) 0.045(3) -0.018(2) -0.003(2) -0.015(2) C5 0.062(3) 0.076(4) 0.040(3) -0.005(3) -0.003(2) -0.033(3) C6 0.044(3) 0.069(3) 0.057(3) -0.013(3) 0.000(2) -0.027(2) C7 0.036(2) 0.031(2) 0.040(2) -0.0033(18) -0.0085(19) -0.0124(18) C8 0.051(3) 0.046(3) 0.039(2) -0.001(2) -0.012(2) -0.021(2) C9 0.066(3) 0.029(2) 0.052(3) 0.000(2) -0.019(2) -0.012(2) C10 0.065(3) 0.034(3) 0.054(3) -0.008(2) -0.012(3) -0.014(2) C11 0.055(3) 0.044(3) 0.042(3) -0.012(2) -0.014(2) -0.015(2) C12 0.032(2) 0.037(2) 0.038(2) -0.0054(19) -0.0024(18) -0.0130(19) C13 0.056(3) 0.038(3) 0.040(3) -0.008(2) -0.013(2) -0.007(2) C14 0.073(4) 0.045(3) 0.041(3) -0.003(2) -0.007(3) -0.018(3) C15 0.076(4) 0.095(5) 0.070(4) -0.030(3) 0.023(3) -0.032(4) C16 0.111(5) 0.064(4) 0.039(3) -0.011(3) -0.001(3) -0.024(4) C17 0.125(6) 0.087(5) 0.054(4) -0.014(3) -0.036(4) -0.026(4) C18 0.089(5) 0.079(4) 0.081(5) -0.016(3) -0.044(4) -0.018(3) C19 0.063(4) 0.052(3) 0.058(3) -0.011(2) -0.025(3) -0.012(3) C20 0.053(3) 0.107(5) 0.087(4) -0.029(4) -0.009(3) -0.033(3) C21 0.063(4) 0.075(4) 0.075(4) -0.016(3) -0.007(3) -0.022(3) C22 0.108(6) 0.166(8) 0.074(5) 0.010(5) -0.003(4) -0.089(6) C23 0.126(6) 0.086(5) 0.095(5) 0.025(4) -0.011(5) -0.046(5) C24 0.083(4) 0.115(6) 0.076(4) 0.049(4) -0.013(4) -0.035(4) C25 0.089(5) 0.056(4) 0.098(5) -0.031(3) -0.008(4) -0.015(3) C26 0.091(6) 0.084(6) 0.208(11) -0.044(7) 0.007(7) 0.006(5) C27 0.069(5) 0.132(8) 0.171(9) 0.041(7) -0.024(6) 0.022(5) C28 0.087(5) 0.091(5) 0.122(6) 0.012(4) -0.064(4) -0.031(4) Li1 0.049(5) 0.043(4) 0.054(5) 0.000(4) -0.011(4) -0.013(4) _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 C7 1.824(4) . ? P1 C1 1.852(4) . ? P1 C4 1.866(4) . ? P1 Li1 2.573(8) . ? O1 C24 1.429(6) . ? O1 C21 1.433(6) . ? O1 Li1 2.003(9) . ? O2 C25 1.427(6) . ? O2 C28 1.442(7) . ? O2 Li1 1.959(8) . ? N1 C12 1.362(5) . ? N1 C13 1.412(5) . ? N1 Li1 1.957(9) . ? C1 C2 1.517(7) . ? C1 C3 1.535(6) . ? C1 H1 0.9800 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 C5 1.528(6) . ? C4 C6 1.531(6) . ? C4 H4 0.9800 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.387(6) . ? C7 C12 1.437(6) . ? C8 C9 1.387(6) . ? C8 H8 0.9300 . ? C9 C10 1.371(6) . ? C9 H9 0.9300 . ? C10 C11 1.369(6) . ? C10 H10 0.9300 . ? C11 C12 1.434(6) . ? C11 H11 0.9300 . ? C13 C14 1.400(7) . ? C13 C19 1.406(7) . ? C14 C16 1.412(8) . ? C14 C15 1.486(8) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.386(9) . ? C16 H16 0.9300 . ? C17 C18 1.366(9) . ? C17 H17 0.9300 . ? C18 C19 1.384(7) . ? C18 H18 0.9300 . ? C19 C20 1.508(7) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.494(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.427(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.409(9) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.425(10) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.463(13) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.495(12) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? 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 C7 P1 C1 104.73(19) . . ? C7 P1 C4 103.9(2) . . ? C1 P1 C4 103.0(2) . . ? C7 P1 Li1 93.6(2) . . ? C1 P1 Li1 132.6(2) . . ? C4 P1 Li1 114.6(2) . . ? C24 O1 C21 108.0(4) . . ? C24 O1 Li1 118.1(4) . . ? C21 O1 Li1 132.8(4) . . ? C25 O2 C28 108.6(4) . . ? C25 O2 Li1 119.2(4) . . ? C28 O2 Li1 132.2(4) . . ? C12 N1 C13 117.2(4) . . ? C12 N1 Li1 125.2(4) . . ? C13 N1 Li1 117.0(4) . . ? C2 C1 C3 111.8(4) . . ? C2 C1 P1 109.6(3) . . ? C3 C1 P1 109.8(3) . . ? C2 C1 H1 108.6 . . ? C3 C1 H1 108.6 . . ? P1 C1 H1 108.6 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C6 110.6(4) . . ? C5 C4 P1 116.3(3) . . ? C6 C4 P1 109.0(3) . . ? C5 C4 H4 106.8 . . ? C6 C4 H4 106.8 . . ? P1 C4 H4 106.8 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 119.4(4) . . ? C8 C7 P1 123.4(3) . . ? C12 C7 P1 117.1(3) . . ? C7 C8 C9 122.6(4) . . ? C7 C8 H8 118.7 . . ? C9 C8 H8 118.7 . . ? C10 C9 C8 118.7(4) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C11 C10 C9 121.1(4) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C10 C11 C12 122.2(4) . . ? C10 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? N1 C12 C11 123.7(4) . . ? N1 C12 C7 120.5(4) . . ? C11 C12 C7 115.8(4) . . ? C14 C13 C19 119.3(4) . . ? C14 C13 N1 120.0(4) . . ? C19 C13 N1 120.7(4) . . ? C13 C14 C16 118.9(5) . . ? C13 C14 C15 120.6(5) . . ? C16 C14 C15 120.5(5) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C14 120.7(6) . . ? C17 C16 H16 119.7 . . ? C14 C16 H16 119.7 . . ? C18 C17 C16 119.9(6) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C19 121.1(6) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C18 C19 C13 120.1(5) . . ? C18 C19 C20 120.4(6) . . ? C13 C19 C20 119.4(4) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O1 C21 C22 104.9(5) . . ? O1 C21 H21A 110.8 . . ? C22 C21 H21A 110.8 . . ? O1 C21 H21B 110.8 . . ? C22 C21 H21B 110.8 . . ? H21A C21 H21B 108.8 . . ? C23 C22 C21 106.4(6) . . ? C23 C22 H22A 110.5 . . ? C21 C22 H22A 110.5 . . ? C23 C22 H22B 110.5 . . ? C21 C22 H22B 110.5 . . ? H22A C22 H22B 108.6 . . ? C24 C23 C22 107.9(6) . . ? C24 C23 H23A 110.1 . . ? C22 C23 H23A 110.1 . . ? C24 C23 H23B 110.1 . . ? C22 C23 H23B 110.1 . . ? H23A C23 H23B 108.4 . . ? C23 C24 O1 109.1(6) . . ? C23 C24 H24A 109.9 . . ? O1 C24 H24A 109.9 . . ? C23 C24 H24B 109.9 . . ? O1 C24 H24B 109.9 . . ? H24A C24 H24B 108.3 . . ? C26 C25 O2 107.9(6) . . ? C26 C25 H25A 110.1 . . ? O2 C25 H25A 110.1 . . ? C26 C25 H25B 110.1 . . ? O2 C25 H25B 110.1 . . ? H25A C25 H25B 108.4 . . ? C25 C26 C27 105.1(7) . . ? C25 C26 H26A 110.7 . . ? C27 C26 H26A 110.7 . . ? C25 C26 H26B 110.7 . . ? C27 C26 H26B 110.7 . . ? H26A C26 H26B 108.8 . . ? C26 C27 C28 103.8(6) . . ? C26 C27 H27A 111.0 . . ? C28 C27 H27A 111.0 . . ? C26 C27 H27B 111.0 . . ? C28 C27 H27B 111.0 . . ? H27A C27 H27B 109.0 . . ? O2 C28 C27 103.9(6) . . ? O2 C28 H28A 111.0 . . ? C27 C28 H28A 111.0 . . ? O2 C28 H28B 111.0 . . ? C27 C28 H28B 111.0 . . ? H28A C28 H28B 109.0 . . ? N1 Li1 O2 121.6(4) . . ? N1 Li1 O1 125.2(4) . . ? O2 Li1 O1 97.6(4) . . ? N1 Li1 P1 81.6(3) . . ? O2 Li1 P1 110.5(3) . . ? O1 Li1 P1 121.2(4) . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.40 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.618 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.171 #===END data_5994_5d _database_code_depnum_ccdc_archive 'CCDC 773061' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H45 Li N O2 P' _chemical_formula_sum 'C28 H45 Li N O2 P' _chemical_formula_weight 465.56 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' Li Li -0.0003 0.0001 '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 0.0060 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b n 21' 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' _cell_length_a 10.7145(3) _cell_length_b 15.3867(5) _cell_length_c 17.6868(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2915.86(16) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 8909 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.061 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.946 _exptl_absorpt_correction_T_max 1.0059 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13751 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.36 _reflns_number_total 4376 _reflns_number_gt 3237 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1290P)^2^+0.1948P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.072(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.3(2) _refine_ls_number_reflns 4376 _refine_ls_number_parameters 299 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1159 _refine_ls_R_factor_gt 0.0837 _refine_ls_wR_factor_ref 0.2194 _refine_ls_wR_factor_gt 0.1914 _refine_ls_goodness_of_fit_ref 1.163 _refine_ls_restrained_S_all 1.162 _refine_ls_shift/su_max 0.007 _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 P1 P 0.63885(13) 0.08564(8) 0.79555(8) 0.0571(4) Uani 1 1 d . . . O1 O 0.9555(4) 0.0991(3) 0.7007(3) 0.0965(16) Uani 1 1 d . . . O2 O 0.8515(4) 0.2501(3) 0.6752(3) 0.0888(13) Uani 1 1 d . . . N1 N 0.6288(3) 0.1015(2) 0.6263(2) 0.0428(9) Uani 1 1 d . . . C1 C 0.6659(5) 0.0031(4) 0.8709(3) 0.0634(14) Uani 1 1 d . . . H1 H 0.5880 -0.0082 0.8959 0.076 Uiso 1 1 d R . . C2 C 0.7138(7) -0.0799(4) 0.8363(4) 0.088(2) Uani 1 1 d . . . H2A H 0.7263 -0.1214 0.8761 0.105 Uiso 1 1 d R . . H2B H 0.7919 -0.0686 0.8115 0.105 Uiso 1 1 d R . . H2C H 0.6553 -0.1028 0.8003 0.105 Uiso 1 1 d R . . C3 C 0.7591(6) 0.0413(5) 0.9274(4) 0.0874(19) Uani 1 1 d . . . H3A H 0.7723 -0.0011 0.9664 0.105 Uiso 1 1 d R . . H3B H 0.7295 0.0944 0.9495 0.105 Uiso 1 1 d R . . H3C H 0.8363 0.0520 0.9014 0.105 Uiso 1 1 d R . . C4 C 0.5604(10) 0.1755(5) 0.8450(4) 0.111(3) Uani 1 1 d . . . H4 H 0.6238 0.2009 0.8763 0.133 Uiso 1 1 d R . . C5 C 0.5204(11) 0.2444(5) 0.7860(5) 0.142(4) Uani 1 1 d . . . H5A H 0.4833 0.2929 0.8118 0.171 Uiso 1 1 d R . . H5B H 0.4599 0.2183 0.7531 0.171 Uiso 1 1 d R . . H5C H 0.5904 0.2642 0.7568 0.171 Uiso 1 1 d R . . C6 C 0.4681(11) 0.1581(7) 0.8956(7) 0.164(5) Uani 1 1 d . . . H6A H 0.4360 0.2095 0.9195 0.196 Uiso 1 1 d R . . H6B H 0.4960 0.1179 0.9335 0.196 Uiso 1 1 d R . . H6C H 0.4036 0.1317 0.8658 0.196 Uiso 1 1 d R . . C7 C 0.5237(4) 0.0346(3) 0.7333(3) 0.0469(11) Uani 1 1 d . . . C8 C 0.4290(5) -0.0178(3) 0.7603(3) 0.0561(13) Uani 1 1 d . . . H8 H 0.4251 -0.0295 0.8136 0.067 Uiso 1 1 d R . . C9 C 0.3423(5) -0.0559(4) 0.7139(3) 0.0611(14) Uani 1 1 d . . . H9 H 0.2742 -0.0886 0.7347 0.073 Uiso 1 1 d R . . C10 C 0.3540(5) -0.0435(4) 0.6362(3) 0.0628(14) Uani 1 1 d . . . H10 H 0.2970 -0.0711 0.6019 0.075 Uiso 1 1 d R . . C11 C 0.4476(4) 0.0070(3) 0.6066(3) 0.0519(12) Uani 1 1 d . . . H11 H 0.4537 0.0143 0.5528 0.062 Uiso 1 1 d R . . C12 C 0.5359(4) 0.0495(3) 0.6538(3) 0.0411(10) Uani 1 1 d . . . C13 C 0.6221(4) 0.1295(3) 0.5502(3) 0.0425(11) Uani 1 1 d . . . C14 C 0.5294(4) 0.1892(3) 0.5259(3) 0.0492(12) Uani 1 1 d . . . C15 C 0.4258(5) 0.2205(3) 0.5783(3) 0.0596(13) Uani 1 1 d . . . H15 H 0.4346 0.1871 0.6238 0.072 Uiso 1 1 d R . . C16 C 0.4411(6) 0.3161(4) 0.5968(4) 0.0832(19) Uani 1 1 d . . . H16A H 0.3757 0.3335 0.6307 0.100 Uiso 1 1 d R . . H16B H 0.4356 0.3493 0.5510 0.100 Uiso 1 1 d R . . H16C H 0.5206 0.3261 0.6203 0.100 Uiso 1 1 d R . . C17 C 0.2938(5) 0.2034(5) 0.5474(4) 0.085(2) Uani 1 1 d . . . H17A H 0.2330 0.2245 0.5827 0.103 Uiso 1 1 d R . . H17B H 0.2818 0.1422 0.5396 0.103 Uiso 1 1 d R . . H17C H 0.2844 0.2334 0.5001 0.103 Uiso 1 1 d R . . C18 C 0.5332(5) 0.2216(4) 0.4524(3) 0.0591(14) Uani 1 1 d . . . H18 H 0.4708 0.2618 0.4354 0.071 Uiso 1 1 d R . . C19 C 0.6267(6) 0.1984(4) 0.4029(3) 0.0653(15) Uani 1 1 d . . . H19 H 0.6288 0.2232 0.3531 0.078 Uiso 1 1 d R . . C20 C 0.7171(5) 0.1413(4) 0.4262(3) 0.0583(13) Uani 1 1 d . . . H20 H 0.7807 0.1249 0.3907 0.070 Uiso 1 1 d R . . C21 C 0.7173(4) 0.1058(3) 0.4984(3) 0.0453(11) Uani 1 1 d . . . C22 C 0.8183(5) 0.0404(3) 0.5191(3) 0.0556(13) Uani 1 1 d . . . H22 H 0.8102 0.0276 0.5720 0.067 Uiso 1 1 d R . . C23 C 0.8007(8) -0.0427(4) 0.4733(5) 0.100(2) Uani 1 1 d . . . H23A H 0.8648 -0.0837 0.4860 0.120 Uiso 1 1 d R . . H23B H 0.8049 -0.0294 0.4204 0.120 Uiso 1 1 d R . . H23C H 0.7205 -0.0672 0.4849 0.120 Uiso 1 1 d R . . C24 C 0.9484(5) 0.0772(5) 0.5093(5) 0.092(2) Uani 1 1 d . . . H24A H 1.0099 0.0344 0.5224 0.111 Uiso 1 1 d R . . H24B H 0.9569 0.1267 0.5420 0.111 Uiso 1 1 d R . . H24C H 0.9602 0.0950 0.4578 0.111 Uiso 1 1 d R . . C25 C 0.8176(9) 0.3155(5) 0.6238(6) 0.120(3) Uani 1 1 d . . . H25A H 0.7287 0.3165 0.6169 0.145 Uiso 1 1 d R . . H25B H 0.8575 0.3042 0.5762 0.145 Uiso 1 1 d R . . H25C H 0.8449 0.3708 0.6429 0.145 Uiso 1 1 d R . . C26 C 0.9831(8) 0.2483(8) 0.6860(7) 0.130(4) Uani 1 1 d . . . H26A H 1.0219 0.2452 0.6372 0.156 Uiso 1 1 d R . . H26B H 1.0081 0.3010 0.7108 0.156 Uiso 1 1 d R . . C27 C 1.0137(8) 0.1737(8) 0.7281(6) 0.123(3) Uani 1 1 d . . . H27A H 0.9883 0.1840 0.7794 0.148 Uiso 1 1 d R . . H27B H 1.1025 0.1660 0.7262 0.148 Uiso 1 1 d R . . C28 C 1.0069(8) 0.0192(7) 0.7234(6) 0.129(3) Uani 1 1 d . . . H28A H 0.9602 -0.0279 0.7019 0.155 Uiso 1 1 d R . . H28B H 1.0036 0.0156 0.7776 0.155 Uiso 1 1 d R . . H28C H 1.0922 0.0157 0.7070 0.155 Uiso 1 1 d R . . Li1 Li 0.7753(8) 0.1351(6) 0.6857(5) 0.064(2) 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 P1 0.0744(9) 0.0570(7) 0.0399(7) -0.0014(7) -0.0020(7) -0.0008(7) O1 0.062(2) 0.112(4) 0.115(4) -0.028(3) -0.020(2) 0.002(3) O2 0.082(3) 0.081(3) 0.104(3) -0.004(3) 0.006(3) -0.023(2) N1 0.040(2) 0.052(2) 0.036(2) 0.0019(17) -0.0012(16) 0.0010(17) C1 0.069(3) 0.074(4) 0.047(3) 0.007(3) -0.007(3) 0.014(3) C2 0.104(5) 0.076(4) 0.082(4) 0.011(3) -0.005(4) 0.027(4) C3 0.080(4) 0.113(5) 0.069(4) 0.014(4) -0.022(3) -0.001(4) C4 0.196(9) 0.088(5) 0.050(4) -0.009(3) 0.003(5) 0.058(6) C5 0.263(12) 0.086(5) 0.079(5) -0.013(4) 0.002(7) 0.072(7) C6 0.207(11) 0.121(8) 0.162(9) 0.050(7) 0.102(9) 0.067(8) C7 0.043(3) 0.054(3) 0.044(3) 0.005(2) 0.002(2) 0.009(2) C8 0.054(3) 0.062(3) 0.053(3) 0.013(2) 0.006(3) 0.001(3) C9 0.045(3) 0.069(3) 0.069(4) 0.020(3) 0.004(3) -0.007(2) C10 0.048(3) 0.062(3) 0.078(4) 0.011(3) -0.011(3) -0.006(3) C11 0.056(3) 0.054(3) 0.045(3) 0.007(2) -0.001(2) -0.002(2) C12 0.034(2) 0.041(2) 0.048(3) 0.002(2) -0.0017(19) 0.009(2) C13 0.043(2) 0.046(2) 0.039(2) -0.001(2) -0.002(2) -0.009(2) C14 0.052(3) 0.047(3) 0.049(3) 0.003(2) -0.006(2) -0.005(2) C15 0.057(3) 0.060(3) 0.061(3) 0.008(3) 0.005(3) 0.011(3) C16 0.083(4) 0.078(4) 0.088(5) -0.002(3) 0.012(4) 0.021(3) C17 0.056(3) 0.100(5) 0.100(5) 0.012(4) 0.003(3) 0.011(3) C18 0.055(3) 0.065(3) 0.058(3) 0.009(3) -0.009(3) 0.006(3) C19 0.080(4) 0.071(4) 0.046(3) 0.017(3) -0.004(3) -0.004(3) C20 0.066(3) 0.071(3) 0.038(3) 0.004(2) 0.004(2) -0.005(3) C21 0.040(2) 0.050(2) 0.046(3) 0.000(2) 0.001(2) -0.001(2) C22 0.051(3) 0.073(3) 0.043(3) -0.004(2) 0.007(2) 0.010(3) C23 0.125(6) 0.064(4) 0.111(6) -0.003(4) -0.023(5) 0.030(4) C24 0.049(3) 0.133(6) 0.095(5) 0.009(4) 0.009(3) 0.013(4) C25 0.128(7) 0.082(5) 0.152(8) 0.016(6) 0.030(6) -0.034(5) C26 0.091(6) 0.149(9) 0.149(9) -0.045(8) -0.002(6) -0.050(6) C27 0.079(5) 0.157(9) 0.134(7) -0.020(7) -0.028(5) -0.024(6) C28 0.093(5) 0.133(7) 0.160(8) -0.010(7) -0.009(6) 0.052(6) Li1 0.066(5) 0.059(5) 0.067(6) 0.000(4) -0.008(4) 0.002(4) _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 C7 1.831(5) . ? P1 C4 1.839(7) . ? P1 C1 1.864(6) . ? P1 Li1 2.547(9) . ? O1 C27 1.394(10) . ? O1 C28 1.406(10) . ? O1 Li1 2.026(10) . ? O2 C25 1.405(10) . ? O2 C26 1.423(9) . ? O2 Li1 1.957(10) . ? N1 C12 1.366(6) . ? N1 C13 1.416(6) . ? N1 Li1 1.958(10) . ? C1 C2 1.507(9) . ? C1 C3 1.529(8) . ? C1 H1 0.9600 . ? C2 H2A 0.9601 . ? C2 H2B 0.9600 . ? C2 H2C 0.9599 . ? C3 H3A 0.9600 . ? C3 H3B 0.9599 . ? C3 H3C 0.9600 . ? C4 C6 1.360(12) . ? C4 C5 1.547(11) . ? C4 H4 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9599 . ? C7 C8 1.382(7) . ? C7 C12 1.430(7) . ? C8 C9 1.371(8) . ? C8 H8 0.9600 . ? C9 C10 1.393(8) . ? C9 H9 0.9600 . ? C10 C11 1.373(7) . ? C10 H10 0.9601 . ? C11 C12 1.421(7) . ? C11 H11 0.9600 . ? C13 C21 1.418(7) . ? C13 C14 1.419(7) . ? C14 C18 1.392(7) . ? C14 C15 1.525(7) . ? C15 C16 1.515(9) . ? C15 C17 1.538(8) . ? C15 H15 0.9602 . ? C16 H16A 0.9600 . ? C16 H16B 0.9599 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9599 . ? C17 H17C 0.9600 . ? C18 C19 1.378(8) . ? C18 H18 0.9600 . ? C19 C20 1.371(8) . ? C19 H19 0.9600 . ? C20 C21 1.389(7) . ? C20 H20 0.9600 . ? C21 C22 1.523(7) . ? C22 C24 1.514(8) . ? C22 C23 1.524(8) . ? C22 H22 0.9600 . ? C23 H23A 0.9601 . ? C23 H23B 0.9600 . ? C23 H23C 0.9599 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9599 . ? C25 H25A 0.9599 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 C27 1.407(13) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C27 Li1 2.727(12) . ? C27 H27A 0.9601 . ? C27 H27B 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? 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 C7 P1 C4 107.5(4) . . ? C7 P1 C1 104.1(2) . . ? C4 P1 C1 104.1(3) . . ? C7 P1 Li1 93.2(2) . . ? C4 P1 Li1 113.6(4) . . ? C1 P1 Li1 131.3(3) . . ? C27 O1 C28 116.5(7) . . ? C27 O1 Li1 104.2(5) . . ? C28 O1 Li1 130.6(6) . . ? C25 O2 C26 110.9(7) . . ? C25 O2 Li1 127.0(5) . . ? C26 O2 Li1 112.6(7) . . ? C12 N1 C13 118.6(4) . . ? C12 N1 Li1 123.2(4) . . ? C13 N1 Li1 118.1(4) . . ? C2 C1 C3 111.6(5) . . ? C2 C1 P1 109.8(4) . . ? C3 C1 P1 107.9(4) . . ? C2 C1 H1 109.2 . . ? C3 C1 H1 109.8 . . ? P1 C1 H1 108.5 . . ? C1 C2 H2A 108.2 . . ? C1 C2 H2B 109.1 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 111.1 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 107.7 . . ? C1 C3 H3B 112.1 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 108.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C6 C4 C5 112.1(8) . . ? C6 C4 P1 119.8(7) . . ? C5 C4 P1 108.8(5) . . ? C6 C4 H4 102.3 . . ? C5 C4 H4 107.9 . . ? P1 C4 H4 104.9 . . ? C4 C5 H5A 109.1 . . ? C4 C5 H5B 107.9 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 111.4 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 112.9 . . ? C4 C6 H6B 111.1 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 104.3 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 120.1(5) . . ? C8 C7 P1 122.4(4) . . ? C12 C7 P1 117.5(3) . . ? C9 C8 C7 122.6(5) . . ? C9 C8 H8 118.6 . . ? C7 C8 H8 118.8 . . ? C8 C9 C10 118.1(5) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 121.2 . . ? C11 C10 C9 121.3(5) . . ? C11 C10 H10 118.3 . . ? C9 C10 H10 120.3 . . ? C10 C11 C12 121.5(5) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 118.9 . . ? N1 C12 C11 123.0(4) . . ? N1 C12 C7 120.7(4) . . ? C11 C12 C7 116.3(4) . . ? N1 C13 C21 120.0(4) . . ? N1 C13 C14 121.3(4) . . ? C21 C13 C14 118.3(4) . . ? C18 C14 C13 119.6(5) . . ? C18 C14 C15 118.4(4) . . ? C13 C14 C15 122.1(4) . . ? C16 C15 C14 111.1(5) . . ? C16 C15 C17 110.0(5) . . ? C14 C15 C17 113.6(5) . . ? C16 C15 H15 109.1 . . ? C14 C15 H15 105.6 . . ? C17 C15 H15 107.3 . . ? C15 C16 H16A 109.1 . . ? C15 C16 H16B 109.1 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 110.2 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 110.0 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 108.9 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C14 121.5(5) . . ? C19 C18 H18 118.4 . . ? C14 C18 H18 120.2 . . ? C20 C19 C18 119.2(5) . . ? C20 C19 H19 121.0 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 122.0(5) . . ? C19 C20 H20 118.2 . . ? C21 C20 H20 119.8 . . ? C20 C21 C13 119.4(4) . . ? C20 C21 C22 118.8(4) . . ? C13 C21 C22 121.7(4) . . ? C24 C22 C21 112.3(5) . . ? C24 C22 C23 111.6(6) . . ? C21 C22 C23 109.8(5) . . ? C24 C22 H22 105.7 . . ? C21 C22 H22 107.8 . . ? C23 C22 H22 109.5 . . ? C22 C23 H23A 109.8 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.1 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 110.3 . . ? C22 C24 H24B 108.4 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.6 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O2 C25 H25A 110.5 . . ? O2 C25 H25B 108.7 . . ? H25A C25 H25B 109.5 . . ? O2 C25 H25C 109.2 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 C26 O2 108.5(8) . . ? C27 C26 H26A 109.5 . . ? O2 C26 H26A 108.0 . . ? C27 C26 H26B 112.5 . . ? O2 C26 H26B 108.8 . . ? H26A C26 H26B 109.5 . . ? O1 C27 C26 112.6(7) . . ? O1 C27 Li1 46.1(4) . . ? C26 C27 Li1 79.3(5) . . ? O1 C27 H27A 109.7 . . ? C26 C27 H27A 107.5 . . ? Li1 C27 H27A 91.8 . . ? O1 C27 H27B 109.3 . . ? C26 C27 H27B 108.3 . . ? Li1 C27 H27B 153.2 . . ? H27A C27 H27B 109.5 . . ? O1 C28 H28A 110.0 . . ? O1 C28 H28B 108.8 . . ? H28A C28 H28B 109.5 . . ? O1 C28 H28C 109.6 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N1 Li1 O2 121.5(5) . . ? N1 Li1 O1 139.6(5) . . ? O2 Li1 O1 82.1(4) . . ? N1 Li1 P1 82.6(3) . . ? O2 Li1 P1 125.6(4) . . ? O1 Li1 P1 111.4(4) . . ? N1 Li1 C27 162.8(5) . . ? O2 Li1 C27 55.8(4) . . ? O1 Li1 C27 29.7(3) . . ? P1 Li1 C27 113.1(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.460 _refine_diff_density_min -0.517 _refine_diff_density_rms 0.160 #===END data_9011_6c _database_code_depnum_ccdc_archive 'CCDC 773062' #TrackingRef '- [NP]Zn_si_platon.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H56 Cl4 N2 P2 Zn2' _chemical_formula_sum 'C40 H56 Cl4 N2 P2 Zn2' _chemical_formula_weight 899.35 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' Zn Zn 0.2839 1.4301 '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' P P 0.1023 0.0942 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 9.2599(4) _cell_length_b 13.7189(7) _cell_length_c 17.0867(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.465(2) _cell_angle_gamma 90.00 _cell_volume 2170.55(18) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 28112 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.455 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7891 _exptl_absorpt_correction_T_max 0.8852 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13719 _diffrn_reflns_av_R_equivalents 0.1073 _diffrn_reflns_av_sigmaI/netI 0.1138 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 25.08 _reflns_number_total 3792 _reflns_number_gt 2299 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1186P)^2^+0.0457P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.026(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3792 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1543 _refine_ls_R_factor_gt 0.0895 _refine_ls_wR_factor_ref 0.2427 _refine_ls_wR_factor_gt 0.2023 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.000 _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 Zn1 Zn 0.00764(12) 0.12521(8) 0.48118(6) 0.0537(5) Uani 1 1 d . . . Cl1 Cl 0.1755(2) 0.01548(14) 0.52817(13) 0.0418(6) Uani 1 1 d . . . Cl2 Cl -0.0786(2) 0.22401(16) 0.56995(14) 0.0515(7) Uani 1 1 d . . . P1 P 0.0144(2) 0.15722(15) 0.34576(13) 0.0341(6) Uani 1 1 d . . . N1 N 0.2685(7) 0.2329(5) 0.4493(4) 0.0438(18) Uani 1 1 d . . . H1' H 0.2232 0.1787 0.4617 0.053 Uiso 1 1 calc R . . C1 C 0.0462(10) 0.0445(6) 0.2890(5) 0.048(2) Uani 1 1 d . . . H1 H -0.0232 -0.0054 0.3088 0.057 Uiso 1 1 calc R . . C2 C 0.2004(11) 0.0051(7) 0.3065(6) 0.064(3) Uani 1 1 d . . . H2A H 0.2145 -0.0008 0.3632 0.096 Uiso 1 1 calc R . . H2B H 0.2721 0.0502 0.2853 0.096 Uiso 1 1 calc R . . H2C H 0.2119 -0.0591 0.2821 0.096 Uiso 1 1 calc R . . C3 C 0.0182(12) 0.0545(7) 0.2015(5) 0.067(3) Uani 1 1 d . . . H3A H -0.0803 0.0784 0.1926 0.100 Uiso 1 1 calc R . . H3B H 0.0295 -0.0092 0.1762 0.100 Uiso 1 1 calc R . . H3C H 0.0873 0.1007 0.1792 0.100 Uiso 1 1 calc R . . C4 C -0.1551(8) 0.2139(6) 0.3090(5) 0.046(2) Uani 1 1 d . . . H4 H -0.1399 0.2361 0.2539 0.055 Uiso 1 1 calc R . . C5 C -0.1904(10) 0.3018(6) 0.3592(6) 0.056(3) Uani 1 1 d . . . H5A H -0.1103 0.3485 0.3573 0.083 Uiso 1 1 calc R . . H5B H -0.2049 0.2809 0.4134 0.083 Uiso 1 1 calc R . . H5C H -0.2787 0.3329 0.3394 0.083 Uiso 1 1 calc R . . C6 C -0.2801(9) 0.1401(7) 0.3099(6) 0.055(3) Uani 1 1 d . . . H6A H -0.2562 0.0845 0.2764 0.082 Uiso 1 1 calc R . . H6B H -0.3683 0.1714 0.2904 0.082 Uiso 1 1 calc R . . H6C H -0.2952 0.1173 0.3636 0.082 Uiso 1 1 calc R . . C7 C 0.1581(8) 0.2416(5) 0.3177(5) 0.0373(19) Uani 1 1 d . . . C8 C 0.1608(9) 0.2790(6) 0.2425(5) 0.045(2) Uani 1 1 d . . . H8 H 0.0862 0.2614 0.2067 0.054 Uiso 1 1 calc R . . C9 C 0.2697(10) 0.3417(7) 0.2175(6) 0.052(2) Uani 1 1 d . . . H9 H 0.2692 0.3668 0.1657 0.063 Uiso 1 1 calc R . . C10 C 0.3778(10) 0.3664(6) 0.2696(6) 0.053(2) Uani 1 1 d . . . H10 H 0.4534 0.4084 0.2536 0.063 Uiso 1 1 calc R . . C11 C 0.3768(8) 0.3300(6) 0.3459(5) 0.046(2) Uani 1 1 d . . . H11 H 0.4523 0.3475 0.3811 0.056 Uiso 1 1 calc R . . C12 C 0.2671(9) 0.2685(6) 0.3711(5) 0.040(2) Uani 1 1 d . . . C13 C 0.3463(8) 0.2880(6) 0.5074(5) 0.041(2) Uani 1 1 d . . . C14 C 0.4673(8) 0.2474(6) 0.5441(5) 0.043(2) Uani 1 1 d . . . C15 C 0.5214(10) 0.1468(7) 0.5242(6) 0.059(3) Uani 1 1 d . . . H15A H 0.6067 0.1318 0.5564 0.089 Uiso 1 1 calc R . . H15B H 0.5473 0.1444 0.4688 0.089 Uiso 1 1 calc R . . H15C H 0.4455 0.0989 0.5346 0.089 Uiso 1 1 calc R . . C16 C 0.5408(9) 0.3041(7) 0.5995(6) 0.058(3) Uani 1 1 d . . . H16 H 0.6226 0.2774 0.6257 0.070 Uiso 1 1 calc R . . C17 C 0.4982(10) 0.3965(7) 0.6169(7) 0.066(3) Uani 1 1 d . . . H17 H 0.5512 0.4340 0.6541 0.079 Uiso 1 1 calc R . . C18 C 0.3772(11) 0.4360(7) 0.5803(6) 0.061(3) Uani 1 1 d . . . H18 H 0.3476 0.5004 0.5927 0.073 Uiso 1 1 calc R . . C19 C 0.3001(9) 0.3827(7) 0.5263(5) 0.048(2) Uani 1 1 d . . . C20 C 0.1656(10) 0.4288(7) 0.4881(6) 0.065(3) Uani 1 1 d . . . H20A H 0.1214 0.3821 0.4517 0.098 Uiso 1 1 calc R . . H20B H 0.1936 0.4877 0.4596 0.098 Uiso 1 1 calc R . . H20C H 0.0960 0.4459 0.5288 0.098 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 Zn1 0.0693(8) 0.0591(8) 0.0327(7) 0.0002(5) -0.0078(5) 0.0243(5) Cl1 0.0389(11) 0.0415(12) 0.0448(14) 0.0071(10) -0.0102(9) 0.0013(8) Cl2 0.0517(13) 0.0597(15) 0.0429(14) -0.0147(11) -0.0032(10) 0.0056(10) P1 0.0377(11) 0.0351(12) 0.0296(13) -0.0004(10) -0.0086(9) -0.0014(9) N1 0.042(4) 0.054(5) 0.035(4) 0.006(4) -0.009(3) -0.011(3) C1 0.065(6) 0.037(5) 0.041(6) 0.000(4) -0.010(4) 0.002(4) C2 0.087(8) 0.051(6) 0.054(7) -0.006(5) -0.006(6) 0.019(5) C3 0.098(8) 0.061(7) 0.041(6) -0.015(5) -0.018(5) 0.019(6) C4 0.035(5) 0.060(6) 0.042(6) 0.012(5) -0.015(4) -0.004(4) C5 0.060(6) 0.045(6) 0.061(7) 0.008(5) -0.007(5) 0.011(4) C6 0.039(5) 0.068(6) 0.058(7) 0.012(5) -0.016(4) -0.002(4) C7 0.044(5) 0.036(5) 0.032(5) -0.003(4) -0.004(4) -0.002(4) C8 0.049(5) 0.053(6) 0.033(5) 0.010(4) -0.008(4) -0.001(4) C9 0.060(6) 0.053(6) 0.043(6) 0.018(5) 0.003(5) -0.003(5) C10 0.062(6) 0.045(6) 0.050(7) 0.000(5) 0.004(5) -0.008(4) C11 0.038(5) 0.051(5) 0.050(6) 0.001(5) -0.007(4) -0.009(4) C12 0.048(5) 0.035(5) 0.036(5) 0.001(4) 0.000(4) 0.000(4) C13 0.037(4) 0.051(5) 0.034(5) 0.000(4) -0.003(4) -0.001(4) C14 0.032(4) 0.050(5) 0.048(6) -0.001(5) -0.002(4) -0.004(4) C15 0.047(5) 0.069(7) 0.063(7) -0.007(5) -0.004(5) 0.010(4) C16 0.041(5) 0.073(7) 0.060(7) -0.007(5) -0.014(5) 0.007(5) C17 0.064(6) 0.056(7) 0.078(8) -0.026(6) -0.022(6) 0.002(5) C18 0.072(7) 0.055(6) 0.055(7) -0.010(5) 0.001(5) 0.014(5) C19 0.042(5) 0.063(6) 0.040(6) 0.003(5) -0.006(4) 0.004(4) C20 0.053(6) 0.064(7) 0.078(8) 0.005(6) -0.013(5) 0.019(5) _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 Zn1 Cl2 2.190(2) . ? Zn1 Cl1 2.304(2) . ? Zn1 P1 2.356(2) . ? Zn1 Cl1 2.573(2) 3_556 ? Cl1 Zn1 2.573(2) 3_556 ? P1 C7 1.831(8) . ? P1 C1 1.850(9) . ? P1 C4 1.856(8) . ? N1 C12 1.423(11) . ? N1 C13 1.438(10) . ? N1 H1' 0.8800 . ? C1 C3 1.523(12) . ? C1 C2 1.553(12) . ? C1 H1 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.518(12) . ? C4 C6 1.538(11) . ? C4 H4 1.0000 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.383(11) . ? C7 C12 1.404(11) . ? C8 C9 1.394(11) . ? C8 H8 0.9500 . ? C9 C10 1.376(13) . ? C9 H9 0.9500 . ? C10 C11 1.395(12) . ? C10 H10 0.9500 . ? C11 C12 1.391(11) . ? C11 H11 0.9500 . ? C13 C14 1.395(11) . ? C13 C19 1.405(12) . ? C14 C16 1.398(12) . ? C14 C15 1.509(12) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.362(13) . ? C16 H16 0.9500 . ? C17 C18 1.389(13) . ? C17 H17 0.9500 . ? C18 C19 1.374(13) . ? C18 H18 0.9500 . ? C19 C20 1.537(12) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? 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 Cl2 Zn1 Cl1 114.32(9) . . ? Cl2 Zn1 P1 125.27(9) . . ? Cl1 Zn1 P1 116.16(9) . . ? Cl2 Zn1 Cl1 105.28(9) . 3_556 ? Cl1 Zn1 Cl1 88.51(7) . 3_556 ? P1 Zn1 Cl1 95.83(8) . 3_556 ? Zn1 Cl1 Zn1 91.49(7) . 3_556 ? C7 P1 C1 105.8(4) . . ? C7 P1 C4 105.1(4) . . ? C1 P1 C4 108.1(4) . . ? C7 P1 Zn1 113.6(3) . . ? C1 P1 Zn1 111.4(3) . . ? C4 P1 Zn1 112.4(3) . . ? C12 N1 C13 118.0(7) . . ? C12 N1 H1' 121.0 . . ? C13 N1 H1' 121.0 . . ? C3 C1 C2 111.7(8) . . ? C3 C1 P1 114.4(6) . . ? C2 C1 P1 109.9(6) . . ? C3 C1 H1 106.8 . . ? C2 C1 H1 106.8 . . ? P1 C1 H1 106.8 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C6 110.6(8) . . ? C5 C4 P1 109.1(6) . . ? C6 C4 P1 110.8(6) . . ? C5 C4 H4 108.8 . . ? C6 C4 H4 108.8 . . ? P1 C4 H4 108.8 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 119.2(8) . . ? C8 C7 P1 119.8(6) . . ? C12 C7 P1 121.0(7) . . ? C7 C8 C9 122.1(8) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C10 C9 C8 118.5(9) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? C9 C10 C11 120.4(8) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 121.1(8) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C7 118.7(8) . . ? C11 C12 N1 119.8(8) . . ? C7 C12 N1 121.4(7) . . ? C14 C13 C19 120.7(8) . . ? C14 C13 N1 119.8(7) . . ? C19 C13 N1 119.5(7) . . ? C13 C14 C16 117.9(8) . . ? C13 C14 C15 122.1(8) . . ? C16 C14 C15 120.0(8) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C14 121.7(9) . . ? C17 C16 H16 119.2 . . ? C14 C16 H16 119.2 . . ? C16 C17 C18 119.9(9) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 120.6(9) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C13 119.2(8) . . ? C18 C19 C20 118.7(9) . . ? C13 C19 C20 122.0(8) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.08 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.897 _refine_diff_density_min -0.973 _refine_diff_density_rms 0.235 #===END