data_global _audit_creation_date 10-05-02 _publ_contact_author_name ; Pierre BRAUNSTEIN ; _publ_contact_author_address ; Institut Le Bel, rue Blaise Pascal, 67000 STRASBOURG, FRANCE ; _publ_contact_author_phone '0390241308' _publ_contact_author_fax '0390241322' _publ_contact_author_email braunst@chimie.u-strasbg.fr _publ_requested_journal 'Organometallics' _publ_contact_letter ; ; _publ_requested_category FM _publ_section_title ; Synthesis, Structures and Catalytic Ethylene Oligomerisation Behavior of Nickel Complexes with Oxazoline-based P,N-Chelate Ligands. ; loop_ _publ_author_name _publ_author_address 'SPEISER Fredy' ; Laboratoire de Chimie de Coordination, UMR CNRS 7513 Universit\'e Louis Pasteur 4, rue Blaise Pascal 67000 STRASBOURG France ; 'BRAUNSTEIN Pierre' ; Laboratoire de Chimie de Coordination, UMR CNRS 7513 Universit\'e Louis Pasteur 4, rue Blaise Pascal 67000 STRASBOURG France ; 'SAUSSINE Lucien' ; Institut Francais du Petrole BP 311 F-92506 RUEIL-MALMAISON France ; 'WELTER Richard' ; Laboratoire DECMET, UMR CNRS 7513 Universit\'e Louis Pasteur 4, rue Blaise Pascal 67000 STRASBOURG France ; _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. A.L. Spek, PLATON 98, Utrecht University, The Netherland, 1998. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. Sheldrick, G.M. (1997). SHELXL97. Program for the refinement of crystal structures. University of Gottingen. Germany. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; data_st698 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C19 H22 N O P' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C19 H22 N O P' _chemical_formula_weight 311.37 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 P ? 0.090 0.095 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall ' P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,1/2+z 1/2+x,-y,+z 1/2-x,+y,1/2+z _cell_length_a 10.7839(3) _cell_length_b 9.4726(4) _cell_length_c 17.2463(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1761.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 9442 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.17 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.158 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 4053 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 30 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 89 frames Set 2 Theta = -4.00 Kappa = -131.00 Phi = 0.00 16 frames Friedel pairs were averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4053 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.47 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 4053 _reflns_number_gt 2662 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics PLATON 98 (Spek, 1998) _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack 0.4(1) _refine_ls_number_reflns 2662 _refine_ls_number_parameters 198 _refine_ls_number_restraints 1 _refine_ls_number_constraints 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_R_factor_all 0.064 _refine_ls_R_factor_gt 0.035 _refine_ls_wR_factor_all 0.074 _refine_ls_wR_factor_ref 0.043 _refine_ls_goodness_of_fit_all 1.684 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_shift/su_max 0.004 _refine_ls_shift/esd_mean 0.001 _refine_diff_density_max 0.249 _refine_diff_density_min -0.326 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.1676(2) 0.6920(2) 0.3434(1) 0.032(1) Uani ? ? C N 0.0950(2) 0.7441(2) 0.3929(1) 0.0382(9) Uani ? ? N C2 0.1672(2) 0.8451(2) 0.4402(1) 0.042(1) Uani ? ? C C3 0.2907(2) 0.8559(2) 0.3960(1) 0.048(1) Uani ? ? C O 0.2860(1) 0.7410(1) 0.34071(9) 0.0476(8) Uani ? ? O C4 0.1848(3) 0.7778(3) 0.5193(2) 0.063(2) Uani ? ? C C5 0.1008(3) 0.9852(3) 0.4449(2) 0.069(2) Uani ? ? C C6 0.1405(2) 0.5749(2) 0.2886(1) 0.030(1) Uani ? ? C C7 0.1608(2) 0.6178(2) 0.2040(1) 0.043(1) Uani ? ? C P 0.24473(4) 0.42318(4) 0.31323(5) 0.0309(2) Uani ? ? P C8 0.2000(2) 0.3878(2) 0.4138(1) 0.0306(9) Uani ? ? C C9 0.2938(2) 0.3509(2) 0.4658(1) 0.038(1) Uani ? ? C C10 0.2677(2) 0.3264(2) 0.5431(1) 0.047(1) Uani ? ? C C11 0.1475(2) 0.3395(2) 0.5697(1) 0.046(1) Uani ? ? C C12 0.0533(2) 0.3758(2) 0.5191(1) 0.043(1) Uani ? ? C C13 0.0791(2) 0.3993(2) 0.4422(1) 0.038(1) Uani ? ? C C14 0.1662(2) 0.2773(2) 0.2630(1) 0.031(1) Uani ? ? C C15 0.0425(2) 0.2721(2) 0.2436(1) 0.044(1) Uani ? ? C C16 -0.0083(2) 0.1578(2) 0.2059(1) 0.050(1) Uani ? ? C C17 0.0642(2) 0.0434(2) 0.1875(2) 0.054(1) Uani ? ? C C18 0.1857(3) 0.0458(2) 0.2066(2) 0.063(1) Uani ? ? C C19 0.2391(2) 0.1615(2) 0.2438(2) 0.048(1) Uani ? ? C H1 0.3589 0.8448 0.4303 0.0620 Uiso calc C3 H H2 0.2971 0.9441 0.3702 0.0620 Uiso calc C3 H H3 0.2311 0.8397 0.5516 0.0848 Uiso calc C4 H H4 0.1061 0.7604 0.5421 0.0848 Uiso calc C4 H H5 0.2283 0.6912 0.5137 0.0848 Uiso calc C4 H H6 0.1481 1.0490 0.4754 0.0914 Uiso calc C5 H H7 0.0907 1.0227 0.3942 0.0914 Uiso calc C5 H H8 0.0217 0.9721 0.4680 0.0914 Uiso calc C5 H H9 0.0556 0.5497 0.2938 0.0391 Uiso calc C6 H H10 0.1425 0.5400 0.1711 0.0577 Uiso calc C7 H H11 0.1078 0.6946 0.1915 0.0577 Uiso calc C7 H H12 0.2447 0.6453 0.1968 0.0577 Uiso calc C7 H H13 0.3768 0.3424 0.4478 0.0502 Uiso calc C9 H H14 0.3322 0.3008 0.5779 0.0617 Uiso calc C10 H H15 0.1294 0.3234 0.6229 0.0615 Uiso calc C11 H H16 -0.0293 0.3846 0.5376 0.0572 Uiso calc C12 H H17 0.0137 0.4237 0.4078 0.0498 Uiso calc C13 H H18 -0.0094 0.3496 0.2567 0.0583 Uiso calc C15 H H19 -0.0938 0.1581 0.1925 0.0652 Uiso calc C16 H H20 0.0295 -0.0360 0.1618 0.0721 Uiso calc C17 H H21 0.2361 -0.0333 0.1943 0.0857 Uiso calc C18 H H22 0.3250 0.1611 0.2559 0.0627 Uiso calc C19 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol C1 0.0310(9) 0.0313(9) 0.034(1) -0.0015(7) -0.0023(8) 0.0046(8) C N 0.0349(8) 0.0374(8) 0.043(1) -0.0011(7) 0.0033(8) -0.0058(8) N C2 0.041(1) 0.040(1) 0.044(1) -0.0001(9) -0.005(1) -0.008(1) C C3 0.047(1) 0.046(1) 0.050(1) -0.012(1) -0.005(1) -0.009(1) C O 0.0347(7) 0.0558(8) 0.056(1) -0.0141(6) 0.0093(7) -0.0186(7) O C4 0.078(2) 0.077(2) 0.041(1) -0.003(1) -0.004(1) -0.010(1) C C5 0.072(2) 0.054(1) 0.085(2) 0.009(1) -0.002(2) -0.017(1) C C6 0.0274(9) 0.0315(9) 0.031(1) 0.0004(8) -0.0016(8) 0.0025(8) C C7 0.061(1) 0.037(1) 0.035(1) 0.002(1) -0.004(1) 0.001(1) C P 0.0259(2) 0.0345(2) 0.0329(2) 0.0002(2) 0.0025(2) 0.0013(3) P C8 0.0294(9) 0.0274(8) 0.036(1) -0.0033(8) -0.0008(9) 0.0013(8) C C9 0.033(1) 0.042(1) 0.041(1) -0.0011(9) -0.003(1) -0.001(1) C C10 0.047(1) 0.055(1) 0.040(1) 0.001(1) -0.011(1) 0.002(1) C C11 0.052(1) 0.059(1) 0.031(1) -0.004(1) 0.002(1) 0.001(1) C C12 0.040(1) 0.056(1) 0.036(1) -0.000(1) 0.009(1) 0.002(1) C C13 0.033(1) 0.042(1) 0.040(1) 0.0015(8) 0.0001(9) 0.003(1) C C14 0.035(1) 0.0310(9) 0.028(1) 0.0019(8) 0.0065(8) 0.0018(8) C C15 0.040(1) 0.041(1) 0.054(1) 0.0005(9) 0.005(1) -0.012(1) C C16 0.043(1) 0.046(1) 0.061(2) -0.005(1) 0.001(1) -0.013(1) C C17 0.073(2) 0.042(1) 0.051(1) -0.005(1) -0.002(1) -0.011(1) C C18 0.072(2) 0.041(1) 0.085(2) 0.019(1) -0.006(2) -0.020(1) C C19 0.047(1) 0.047(1) 0.051(1) 0.0113(9) -0.005(1) -0.003(1) C # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N 1.259(3) . . ? C1 O 1.359(2) . . ? C1 C6 1.486(3) . . ? N C2 1.479(3) . . ? C2 C3 1.537(4) . . ? C2 C4 1.518(4) . . ? C2 C5 1.511(4) . . ? C3 O 1.448(3) . . ? C6 C7 1.531(3) . . ? C6 P 1.873(2) . . ? P C8 1.832(2) . . ? P C14 1.838(2) . . ? C8 C9 1.396(3) . . ? C8 C13 1.397(3) . . ? C9 C10 1.382(3) . . ? C10 C11 1.381(4) . . ? C11 C12 1.383(4) . . ? C12 C13 1.373(4) . . ? C14 C15 1.377(3) . . ? C14 C19 1.390(3) . . ? C15 C16 1.377(3) . . ? C16 C17 1.373(4) . . ? C17 C18 1.352(4) . . ? C18 C19 1.393(4) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N C1 O 118.2(2) . . . ? N C1 C6 127.0(2) . . . ? O C1 C6 114.7(2) . . . ? C1 N C2 107.5(2) . . . ? N C2 C3 103.0(2) . . . ? N C2 C4 106.9(2) . . . ? N C2 C5 110.4(2) . . . ? C3 C2 C4 111.4(2) . . . ? C3 C2 C5 112.3(2) . . . ? C4 C2 C5 112.3(2) . . . ? C2 C3 O 104.3(2) . . . ? C1 O C3 105.5(2) . . . ? C1 C6 C7 112.3(2) . . . ? C1 C6 P 108.1(1) . . . ? C7 C6 P 109.5(1) . . . ? C6 P C8 101.36(9) . . . ? C6 P C14 101.17(9) . . . ? C8 P C14 100.82(9) . . . ? P C8 C9 117.6(2) . . . ? P C8 C13 124.3(2) . . . ? C9 C8 C13 118.1(2) . . . ? C8 C9 C10 120.9(2) . . . ? C9 C10 C11 119.8(2) . . . ? C10 C11 C12 120.1(2) . . . ? C11 C12 C13 120.1(2) . . . ? C8 C13 C12 121.0(2) . . . ? P C14 C15 126.0(2) . . . ? P C14 C19 116.5(2) . . . ? C15 C14 C19 117.5(2) . . . ? C14 C15 C16 121.9(2) . . . ? C15 C16 C17 120.2(2) . . . ? C16 C17 C18 118.9(2) . . . ? C17 C18 C19 121.7(2) . . . ? C14 C19 C18 119.8(2) . . . ?