# Copyright The Royal Society of Chemistry, 1998 # CCDC Number: 440/075 # Paper ref. number: 8/04916E # CIF-file generated for Compound 3 #============================================================================== data_global #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 26-Mar-98 _audit_creation_method 'PLATON option' _audit_update_record ; 29-MAR-98 Updated by the Author M.S ; #=============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for X-ray correspondence ; Dipl. Chem. Michael Spiegler Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstrasse 4 D-85747 Garching bei M\"unchen ; _publ_contact_author_email 'spiegler@trillian.anorg.chemie.tu-muenchen.de' _publ_contact_author_fax '089 289 13473' _publ_contact_author_phone '089 289 14378' _publ_requested_journal 'Chemical Communications' _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; Date of submission ? ; #=============================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; First tungsten complexes with 2'-pyridylalcoholate ligands: synthesis, structure and application as novel epoxidation catalysts ; # The loop structure below should contain the names and adresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Herrmann W. A.' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstrasse 4 D-85747 Garching bei M\"unchen ; 'Fridgen J.' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstrasse 4 D-85747 Garching bei M\"unchen ; 'Lobmaier G. M.' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstrasse 4 D-85747 Garching bei M\"unchen ; 'Spiegler M.' ; Anorganisch-chemisches Institut der Technischen Universit\"at M\"unchen Lichtenbergstrasse 4 D-85747 Garching bei M\"unchen ; data_compound3 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 N2 O4 W' _chemical_formula_weight 488.19 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z-1/2' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.6650(5) _cell_length_b 14.5373(7) _cell_length_c 17.1010(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3645.8(3) _cell_formula_units_Z 8 _cell_measurement_temperature 193 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.779 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 6.356 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'NONIUS FR 591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24596 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.97 _diffrn_reflns_theta_max 25.65 _reflns_number_total 3410 _reflns_number_gt 2731 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE)' _computing_cell_refinement 'IPDS (STOE)' _computing_data_reduction 'IPDS (STOE)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 1990)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0359P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3410 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0217 _refine_ls_wR_factor_ref 0.0539 _refine_ls_wR_factor_gt 0.0509 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group W W 0.080952(9) 0.399986(9) 0.160714(8) 0.02129(7) Uani 1 d . . . O4 O 0.09651(19) 0.40526(17) 0.26147(17) 0.0338(6) Uani 1 d . . . O3 O 0.14955(17) 0.48457(18) 0.12136(18) 0.0357(6) Uani 1 d . . . O1 O 0.15290(17) 0.28963(18) 0.14711(14) 0.0287(6) Uani 1 d . . . O2 O -0.03199(16) 0.46498(16) 0.14567(14) 0.0233(5) Uani 1 d . . . N1 N 0.05506(19) 0.34422(19) 0.03419(17) 0.0226(6) Uani 1 d . . . N2 N -0.0407(2) 0.2962(2) 0.18060(17) 0.0229(6) Uani 1 d . . . C11 C 0.1141(3) 0.2783(2) 0.0129(2) 0.0284(8) Uani 1 d . . . C12 C 0.1095(3) 0.2382(3) -0.0609(3) 0.0402(10) Uani 1 d . . . H12 H 0.155(3) 0.197(3) -0.077(2) 0.033(11) Uiso 1 d . . . C13 C 0.0436(4) 0.2664(3) -0.1124(3) 0.0427(11) Uani 1 d . . . H13 H 0.046(4) 0.244(3) -0.164(3) 0.048(13) Uiso 1 d . . . C14 C -0.0158(3) 0.3352(3) -0.0912(2) 0.0311(9) Uani 1 d . . . H14 H -0.059(3) 0.353(3) -0.120(3) 0.035(12) Uiso 1 d . . . C15 C -0.0084(2) 0.3724(2) -0.0175(2) 0.0254(8) Uani 1 d . . . H15 H -0.046(3) 0.422(3) -0.003(2) 0.030(11) Uiso 1 d . . . C1 C 0.1855(3) 0.2559(3) 0.0740(2) 0.0346(10) Uani 1 d . . . C4 C 0.2006(5) 0.1526(4) 0.0822(3) 0.0513(14) Uani 1 d . . . H4A H 0.243(4) 0.141(4) 0.120(4) 0.058(15) Uiso 1 d . . . H4B H 0.145(4) 0.120(3) 0.100(3) 0.043(14) Uiso 1 d . . . H4C H 0.221(3) 0.125(3) 0.039(3) 0.045(14) Uiso 1 d . . . C3 C 0.2736(3) 0.3054(5) 0.0533(4) 0.0564(14) Uani 1 d . . . H3A H 0.322(4) 0.305(4) 0.087(3) 0.071(17) Uiso 1 d . . . H3B H 0.300(4) 0.280(4) 0.007(4) 0.068(17) Uiso 1 d . . . H3C H 0.266(4) 0.370(5) 0.051(3) 0.067(18) Uiso 1 d . . . C21 C -0.1213(2) 0.3383(2) 0.1885(2) 0.0242(8) Uani 1 d . . . C22 C -0.2005(3) 0.2902(3) 0.2067(3) 0.0361(9) Uani 1 d . . . H22 H -0.255(3) 0.322(3) 0.209(3) 0.048(13) Uiso 1 d . . . C23 C -0.1939(3) 0.1949(3) 0.2164(3) 0.0434(11) Uani 1 d . . . H23 H -0.250(3) 0.160(3) 0.229(3) 0.045(13) Uiso 1 d . . . C24 C -0.1118(3) 0.1522(3) 0.2081(3) 0.0396(10) Uani 1 d . . . H24 H -0.104(3) 0.089(3) 0.211(3) 0.050(14) Uiso 1 d . . . C25 C -0.0359(3) 0.2049(3) 0.1904(2) 0.0307(8) Uani 1 d . . . H25 H 0.019(3) 0.178(3) 0.184(2) 0.022(10) Uiso 1 d . . . C2 C -0.1180(2) 0.4421(3) 0.1789(2) 0.0266(8) Uani 1 d . . . C6 C -0.1932(3) 0.4768(3) 0.1234(3) 0.0385(10) Uani 1 d . . . H6A H -0.190(3) 0.544(4) 0.119(3) 0.053(14) Uiso 1 d . . . H6B H -0.187(3) 0.449(3) 0.074(3) 0.033(11) Uiso 1 d . . . H6C H -0.258(3) 0.461(2) 0.1481(19) 0.018(9) Uiso 1 d . . . C5 C -0.1266(3) 0.4881(3) 0.2592(3) 0.0380(10) Uani 1 d . . . H5A H -0.114(4) 0.555(4) 0.259(3) 0.066(16) Uiso 1 d . . . H5B H -0.184(3) 0.476(3) 0.281(3) 0.045(13) Uiso 1 d . . . H5C H -0.078(3) 0.470(3) 0.291(2) 0.025(10) Uiso 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 W 0.01964(9) 0.01726(9) 0.02697(10) 0.00037(6) -0.00314(6) 0.00062(5) O4 0.0374(15) 0.0309(14) 0.0331(16) -0.0041(12) -0.0080(12) 0.0032(12) O3 0.0256(13) 0.0281(14) 0.0533(18) 0.0046(13) -0.0032(13) -0.0033(11) O1 0.0288(13) 0.0300(14) 0.0274(15) 0.0007(12) -0.0045(10) 0.0099(11) O2 0.0213(13) 0.0164(11) 0.0322(15) 0.0003(10) -0.0006(10) 0.0015(10) N1 0.0233(14) 0.0193(14) 0.0252(17) 0.0031(13) 0.0024(12) 0.0023(11) N2 0.0312(15) 0.0168(13) 0.0206(16) -0.0001(12) -0.0012(12) -0.0017(13) C11 0.0329(19) 0.0247(18) 0.028(2) 0.0053(16) 0.0061(16) 0.0070(15) C12 0.056(3) 0.033(2) 0.032(2) -0.0030(18) 0.008(2) 0.016(2) C13 0.066(3) 0.039(2) 0.023(2) -0.0013(19) 0.002(2) 0.005(2) C14 0.038(2) 0.026(2) 0.029(2) 0.0067(17) -0.0059(18) -0.0015(17) C15 0.0276(18) 0.0179(15) 0.031(2) 0.0062(16) -0.0029(16) -0.0004(14) C1 0.034(2) 0.038(2) 0.031(2) 0.0019(19) 0.0033(17) 0.0156(18) C4 0.070(4) 0.045(3) 0.039(3) -0.002(2) -0.001(3) 0.037(3) C3 0.031(3) 0.081(4) 0.058(3) -0.001(3) 0.007(2) 0.016(3) C21 0.0253(18) 0.0237(17) 0.0235(18) -0.0071(16) -0.0001(14) -0.0010(15) C22 0.032(2) 0.040(2) 0.037(2) -0.006(2) 0.0072(18) -0.0083(19) C23 0.052(3) 0.042(2) 0.037(2) -0.001(2) 0.007(2) -0.026(2) C24 0.061(3) 0.024(2) 0.034(2) 0.0008(18) 0.001(2) -0.012(2) C25 0.042(2) 0.0207(17) 0.029(2) -0.0017(17) -0.0024(17) 0.0013(18) C2 0.0207(17) 0.0266(18) 0.033(2) -0.0077(16) -0.0020(15) 0.0018(15) C6 0.031(2) 0.036(2) 0.048(3) -0.006(2) -0.012(2) 0.0110(18) C5 0.037(3) 0.038(2) 0.039(3) -0.019(2) 0.000(2) 0.004(2) ; _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W O3 1.725(3) . ? W O4 1.740(3) . ? W O2 1.924(2) . ? W O1 1.934(2) . ? W N1 2.342(3) . ? W N2 2.361(3) . ? O1 C1 1.426(5) . ? O2 C2 1.422(5) . ? N1 C11 1.342(5) . ? N1 C15 1.347(5) . ? N2 C21 1.338(5) . ? N2 C25 1.340(5) . ? C11 C12 1.392(6) . ? C11 C1 1.515(5) . ? C12 C13 1.370(7) . ? C12 H12 0.94(4) . ? C13 C14 1.375(6) . ? C13 H13 0.94(5) . ? C14 C15 1.376(6) . ? C14 H14 0.84(5) . ? C15 H15 0.94(4) . ? C1 C3 1.520(7) . ? C1 C4 1.524(6) . ? C4 H4A 0.91(6) . ? C4 H4B 0.99(5) . ? C4 H4C 0.90(5) . ? C3 H3A 0.91(6) . ? C3 H3B 0.95(6) . ? C3 H3C 0.95(6) . ? C21 C22 1.391(5) . ? C21 C2 1.520(5) . ? C22 C23 1.398(6) . ? C22 H22 0.92(5) . ? C23 C24 1.362(7) . ? C23 H23 0.99(5) . ? C24 C25 1.385(6) . ? C24 H24 0.93(5) . ? C25 H25 0.90(4) . ? C2 C5 1.532(6) . ? C2 C6 1.540(6) . ? C6 H6A 0.98(5) . ? C6 H6B 0.94(5) . ? C6 H6C 1.07(4) . ? C5 H5A 0.99(6) . ? C5 H5B 0.94(5) . ? C5 H5C 0.93(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 W O4 106.17(14) . . ? O3 W O2 95.72(11) . . ? O4 W O2 102.93(11) . . ? O3 W O1 103.07(12) . . ? O4 W O1 94.83(11) . . ? O2 W O1 149.41(10) . . ? O3 W N1 88.90(12) . . ? O4 W N1 162.11(11) . . ? O2 W N1 84.65(10) . . ? O1 W N1 71.95(10) . . ? O3 W N2 162.20(12) . . ? O4 W N2 89.12(12) . . ? O2 W N2 71.50(10) . . ? O1 W N2 84.23(10) . . ? N1 W N2 77.84(10) . . ? C1 O1 W 125.0(2) . . ? C2 O2 W 126.5(2) . . ? C11 N1 C15 119.0(3) . . ? C11 N1 W 113.2(2) . . ? C15 N1 W 127.8(2) . . ? C21 N2 C25 119.1(3) . . ? C21 N2 W 113.0(2) . . ? C25 N2 W 127.7(3) . . ? N1 C11 C12 120.9(4) . . ? N1 C11 C1 114.3(3) . . ? C12 C11 C1 124.7(3) . . ? C13 C12 C11 119.5(4) . . ? C13 C12 H12 120(2) . . ? C11 C12 H12 120(2) . . ? C12 C13 C14 119.7(4) . . ? C12 C13 H13 119(3) . . ? C14 C13 H13 121(3) . . ? C13 C14 C15 118.5(4) . . ? C13 C14 H14 123(3) . . ? C15 C14 H14 118(3) . . ? N1 C15 C14 122.5(4) . . ? N1 C15 H15 118(3) . . ? C14 C15 H15 120(3) . . ? O1 C1 C11 107.4(3) . . ? O1 C1 C3 109.1(4) . . ? C11 C1 C3 109.0(4) . . ? O1 C1 C4 107.8(4) . . ? C11 C1 C4 112.0(4) . . ? C3 C1 C4 111.4(4) . . ? C1 C4 H4A 110(3) . . ? C1 C4 H4B 112(3) . . ? H4A C4 H4B 105(4) . . ? C1 C4 H4C 114(3) . . ? H4A C4 H4C 106(4) . . ? H4B C4 H4C 109(4) . . ? C1 C3 H3A 120(4) . . ? C1 C3 H3B 111(3) . . ? H3A C3 H3B 102(5) . . ? C1 C3 H3C 113(3) . . ? H3A C3 H3C 96(5) . . ? H3B C3 H3C 113(5) . . ? N2 C21 C22 122.1(3) . . ? N2 C21 C2 114.5(3) . . ? C22 C21 C2 123.4(3) . . ? C21 C22 C23 117.8(4) . . ? C21 C22 H22 118(3) . . ? C23 C22 H22 124(3) . . ? C24 C23 C22 120.0(4) . . ? C24 C23 H23 122(2) . . ? C22 C23 H23 118(2) . . ? C23 C24 C25 118.8(4) . . ? C23 C24 H24 124(3) . . ? C25 C24 H24 117(3) . . ? N2 C25 C24 122.2(4) . . ? N2 C25 H25 117(2) . . ? C24 C25 H25 120(2) . . ? O2 C2 C21 107.7(3) . . ? O2 C2 C5 109.3(3) . . ? C21 C2 C5 109.5(3) . . ? O2 C2 C6 108.2(3) . . ? C21 C2 C6 111.6(3) . . ? C5 C2 C6 110.5(3) . . ? C2 C6 H6A 110(3) . . ? C2 C6 H6B 110(3) . . ? H6A C6 H6B 110(4) . . ? C2 C6 H6C 109.0(19) . . ? H6A C6 H6C 107(3) . . ? H6B C6 H6C 110(3) . . ? C2 C5 H5A 114(3) . . ? C2 C5 H5B 111(3) . . ? H5A C5 H5B 111(4) . . ? C2 C5 H5C 109(2) . . ? H5A C5 H5C 98(4) . . ? H5B C5 H5C 114(4) . . ? _diffrn_measured_fraction_theta_max 0.886 _diffrn_reflns_theta_full 25.65 _diffrn_measured_fraction_theta_full 0.886 _refine_diff_density_max 1.631 _refine_diff_density_min -1.421 _refine_diff_density_rms 0.108 # End of Crystallographic Information File