# om9610004.cif data_2165 # # _publ_requested_journal Organometallics _publ_section_title ; The Reaction of Unconjugated Dienes with [Fe(R~2~P(CH~2~)~n~PR~2~)]-Species ; loop_ _publ_author_name _publ_author_address 'S. Geier' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'R. Goddard' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'S. Holle' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'P.W. Jolly' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'C. Kr\"uger' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'F. Lutz' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; # # ######################################################################## #### _chemical_name_systematic ; 1,6-heptadiene(1,3-bis{bis(isopropyl)phosphine}propane)iron(0) ; _chemical_formula_structural '(((C3 H7)2 P)2 C3 H6) Fe (C7 H12)' _chemical_formula_sum 'C22 H46 Fe P2' _chemical_formula_weight 428.38 _chemical_melting_point 'not measured' 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' 'Fe' 'Fe' 0.3463 0.8444 '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 monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.489(8) _cell_length_b 15.388(3) _cell_length_c 18.536(7) _cell_angle_alpha 90.00 _cell_angle_beta 132.53(2) _cell_angle_gamma 90.00 _cell_volume 4727.3(26) _cell_formula_units_Z 8 _cell_measurement_temperature 100 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.4 _cell_measurement_theta_max 23.4 _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour black _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method none _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 0.777 _exptl_absorpt_correction_type none _exptl_special_details ; The crystal was mounted in a Lindemann glass capillary under argon and cooled by a stream of cold N~2~ gas. ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2theta scan' _diffrn_standards_number 3 _diffrn_standards_interval_time 30 _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 5551 _diffrn_reflns_av_R_equivalents 0.0131 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5383 _reflns_number_observed 4908 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'EXPRESS / CAD4 software (Enraf-Nonius, 1995)' _computing_cell_refinement 'EXPRESS / CAD4 software (Enraf-Nonius, 1995)' _computing_data_reduction 'DATAP (Coppens et al., 1965)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1983)' _computing_molecular_graphics 'ORTEP (Johnson, 1976)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 3 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R-factor-obs 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^)+(0.0460P)^2^+23.8600P] 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 rxyz _refine_ls_extinction_method none _refine_ls_number_reflns 5380 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_obs 0.0501 _refine_ls_wR_factor_all 0.1314 _refine_ls_wR_factor_obs 0.1251 _refine_ls_goodness_of_fit_all 1.048 _refine_ls_goodness_of_fit_obs 1.060 _refine_ls_restrained_S_all 1.062 _refine_ls_restrained_S_obs 1.060 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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 Fe Fe 0.24096(2) 0.11723(2) 0.20730(3) 0.01872(12) Uani 1 d . . P1 P 0.37182(4) 0.16184(4) 0.30428(5) 0.01646(14) Uani 1 d . . P2 P 0.23837(4) 0.14546(5) 0.33213(5) 0.0207(2) Uani 1 d . . C1 C 0.3976(2) 0.2555(2) 0.3833(2) 0.0200(5) Uani 1 d . . H1A H 0.4537(2) 0.2706(2) 0.4213(2) 0.024 Uiso 1 calc R . H1B H 0.3651(2) 0.3049(2) 0.3420(2) 0.024 Uiso 1 calc R . C2 C 0.3849(2) 0.2401(2) 0.4535(2) 0.0221(5) Uani 1 d . . H2A H 0.4147(2) 0.2837(2) 0.5047(2) 0.027 Uiso 1 calc R . H2B H 0.4068(2) 0.1837(2) 0.4840(2) 0.027 Uiso 1 calc R . C3 C 0.2956(2) 0.2436(2) 0.4031(2) 0.0224(5) Uani 1 d . . H3A H 0.2703(2) 0.2936(2) 0.3598(2) 0.027 Uiso 1 calc R . H3B H 0.2928(2) 0.2519(2) 0.4527(2) 0.027 Uiso 1 calc R . C4 C 0.4078(2) 0.2012(2) 0.2430(2) 0.0215(5) Uani 1 d . . H4 H 0.4656(2) 0.1886(2) 0.2873(2) 0.026 Uiso 1 calc R . C5 C 0.4540(2) 0.0830(2) 0.3961(2) 0.0203(5) Uani 1 d . . H5 H 0.4358(2) 0.0529(2) 0.4248(2) 0.024 Uiso 1 calc R . C6 C 0.2895(2) 0.0629(2) 0.4320(2) 0.0265(6) Uani 1 d . . H6 H 0.3399(2) 0.0481(2) 0.4484(2) 0.032 Uiso 1 calc R . C7 C 0.1402(2) 0.1673(2) 0.2994(2) 0.0340(7) Uani 1 d . . H7 H 0.1491(2) 0.1620(2) 0.3588(2) 0.041 Uiso 1 calc R . C8 C 0.3662(2) 0.1504(2) 0.1489(2) 0.0311(6) Uani 1 d . . H8A H 0.3731(2) 0.0892(2) 0.1628(2) 0.047 Uiso 1 calc R . H8B H 0.3895(2) 0.1657(2) 0.1225(2) 0.047 Uiso 1 calc R . H8C H 0.3097(2) 0.1641(2) 0.1023(2) 0.047 Uiso 1 calc R . C9 C 0.3971(2) 0.2983(2) 0.2216(2) 0.0296(6) Uani 1 d . . H9A H 0.4234(2) 0.3300(2) 0.2811(2) 0.044 Uiso 1 calc R . H9B H 0.3406(2) 0.3122(2) 0.1750(2) 0.044 Uiso 1 calc R . H9C H 0.4205(2) 0.3139(2) 0.1952(2) 0.044 Uiso 1 calc R . C10 C 0.5355(2) 0.1240(2) 0.4813(2) 0.0253(6) Uani 1 d . . H10A H 0.5281(2) 0.1680(2) 0.5113(2) 0.038 Uiso 1 calc R . H10B H 0.5582(2) 0.1496(2) 0.4574(2) 0.038 Uiso 1 calc R . H10C H 0.5713(2) 0.0800(2) 0.5287(2) 0.038 Uiso 1 calc R . C11 C 0.4660(2) 0.0129(2) 0.3484(2) 0.0294(6) Uani 1 d . . H11A H 0.4149(2) -0.0129(2) 0.2948(2) 0.044 Uiso 1 calc R . H11B H 0.5019(2) -0.0310(2) 0.3959(2) 0.044 Uiso 1 calc R . H11C H 0.4889(2) 0.0386(2) 0.3246(2) 0.044 Uiso 1 calc R . C12 C 0.3142(2) 0.0940(2) 0.5276(2) 0.0352(7) Uani 1 d . . H12A H 0.3442(2) 0.1472(2) 0.5482(2) 0.053 Uiso 1 calc R . H12B H 0.3472(2) 0.0506(2) 0.5773(2) 0.053 Uiso 1 calc R . H12C H 0.2668(2) 0.1038(2) 0.5173(2) 0.053 Uiso 1 calc R . C13 C 0.2419(2) -0.0216(2) 0.3985(3) 0.0417(8) Uani 1 d . . H13A H 0.2266(2) -0.0406(2) 0.3386(3) 0.063 Uiso 1 calc R . H13B H 0.1943(2) -0.0121(2) 0.3880(3) 0.063 Uiso 1 calc R . H13C H 0.2747(2) -0.0653(2) 0.4480(3) 0.063 Uiso 1 calc R . C14 C 0.1091(2) 0.2592(3) 0.2580(3) 0.0466(9) Uani 1 d . . H14A H 0.1492(2) 0.3010(3) 0.3048(3) 0.070 Uiso 1 calc R . H14B H 0.0604(2) 0.2694(3) 0.2447(3) 0.070 Uiso 1 calc R . H14C H 0.0984(2) 0.2648(3) 0.1985(3) 0.070 Uiso 1 calc R . C15 C 0.0757(2) 0.1012(3) 0.2241(3) 0.0429(8) Uani 1 d . . H15A H 0.0948(2) 0.0435(3) 0.2495(3) 0.064 Uiso 1 calc R . H15B H 0.0650(2) 0.1070(3) 0.1646(3) 0.064 Uiso 1 calc R . H15C H 0.0271(2) 0.1117(3) 0.2109(3) 0.064 Uiso 1 calc R . C16A C 0.2038(2) 0.2410(2) 0.1410(2) 0.0170(6) Uiso 0.75 d P 1 H16A H 0.1997(2) 0.2862(2) 0.1738(2) 0.020 Uiso 0.75 calc PR 1 H16B H 0.2258(2) 0.2609(2) 0.1134(2) 0.020 Uiso 0.75 calc PR 1 C17A C 0.1393(2) 0.1801(2) 0.0845(2) 0.0156(6) Uiso 0.75 d P 1 H17A H 0.0975(2) 0.1897(2) 0.0869(2) 0.019 Uiso 0.75 calc PR 1 C18 C 0.1071(2) 0.1473(2) -0.0115(2) 0.0292(6) Uiso 1 d . 1 H18A H 0.1504(2) 0.1483(2) -0.0113(2) 0.035 Uiso 0.75 calc PR 1 H18B H 0.0656(2) 0.1870(2) -0.0621(2) 0.035 Uiso 0.75 calc PR 1 C19A C 0.0723(2) 0.0575(3) -0.0378(3) 0.0281(8) Uiso 0.75 d P 1 H19A H 0.0482(2) 0.0440(3) -0.1040(3) 0.034 Uiso 0.75 calc PR 1 H19B H 0.0303(2) 0.0550(3) -0.0360(3) 0.034 Uiso 0.75 calc PR 1 C20 C 0.1381(2) -0.0106(2) 0.0338(2) 0.0339(7) Uiso 1 d . 1 H20A H 0.1139(2) -0.0680(2) 0.0131(2) 0.041 Uiso 0.75 calc PR 1 H20B H 0.1790(2) -0.0088(2) 0.0299(2) 0.041 Uiso 0.75 calc PR 1 C21A C 0.1785(2) 0.0028(2) 0.1394(3) 0.0210(7) Uiso 0.75 d P 1 H21A H 0.1467(2) -0.0169(2) 0.1547(3) 0.025 Uiso 0.75 calc PR 1 C22A C 0.2618(2) -0.0144(2) 0.2129(2) 0.0202(7) Uiso 0.75 d P 1 H22A H 0.2888(2) -0.0327(2) 0.1911(2) 0.024 Uiso 0.75 calc PR 1 H22B H 0.2797(2) -0.0453(2) 0.2703(2) 0.024 Uiso 0.75 calc PR 1 C16B C 0.1810(2) 0.2299(2) 0.1494(2) 0.034(3) Uiso 0.25 d PR 2 C17B C 0.1779(2) 0.1847(2) 0.0893(2) 0.042(3) Uiso 0.25 d PR 2 C19B C 0.1057(2) 0.0588(2) -0.0408(2) 0.042(3) Uiso 0.25 d PR 2 C21B C 0.2223(2) 0.0046(2) 0.1296(2) 0.043(3) Uiso 0.25 d PR 2 C22B C 0.2464(2) -0.0216(2) 0.2297(2) 0.023(2) Uiso 0.25 d PR 2 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 Fe 0.0177(2) 0.0133(2) 0.0165(2) -0.00135(13) 0.0081(2) 0.00131(13) P1 0.0173(3) 0.0118(3) 0.0170(3) 0.0005(2) 0.0102(3) 0.0005(2) P2 0.0217(3) 0.0203(3) 0.0203(3) -0.0029(2) 0.0143(3) -0.0027(2) C1 0.0214(12) 0.0126(11) 0.0202(12) -0.0015(9) 0.0117(11) -0.0018(9) C2 0.0226(12) 0.0159(12) 0.0204(12) -0.0057(10) 0.0116(11) -0.0030(10) C3 0.0257(13) 0.0185(12) 0.0213(12) -0.0023(10) 0.0152(11) 0.0013(10) C4 0.0197(12) 0.0214(12) 0.0221(12) 0.0029(10) 0.0136(11) 0.0005(10) C5 0.0190(12) 0.0135(11) 0.0217(12) 0.0031(9) 0.0111(11) 0.0020(9) C6 0.0350(15) 0.0204(13) 0.0270(14) 0.0002(11) 0.0221(13) -0.0010(11) C7 0.0259(14) 0.053(2) 0.0285(15) -0.0055(14) 0.0205(13) -0.0029(14) C8 0.036(2) 0.032(2) 0.0300(15) -0.0028(12) 0.0245(14) -0.0015(13) C9 0.034(2) 0.0246(14) 0.0284(14) 0.0058(12) 0.0202(13) -0.0020(12) C10 0.0201(12) 0.0193(12) 0.0232(13) 0.0031(10) 0.0093(11) 0.0001(10) C11 0.0265(14) 0.0200(13) 0.0305(15) -0.0006(11) 0.0148(13) 0.0065(11) C12 0.051(2) 0.031(2) 0.0294(15) 0.0032(13) 0.029(2) 0.0000(14) C13 0.056(2) 0.025(2) 0.046(2) -0.0001(14) 0.035(2) -0.0095(15) C14 0.030(2) 0.050(2) 0.049(2) -0.013(2) 0.022(2) 0.009(2) C15 0.028(2) 0.053(2) 0.044(2) -0.003(2) 0.023(2) -0.0104(15) _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 Fe C17B 1.917(3) . Y Fe C16B 2.004(3) . Y Fe C22A 2.065(3) . Y Fe C21A 2.066(4) . Y Fe C17A 2.076(3) . Y Fe C21B 2.107(3) . Y Fe C16A 2.109(3) . Y Fe C22B 2.165(3) . Y Fe P1 2.2829(12) . Y Fe P2 2.3933(11) . Y P1 C1 1.847(3) . Y P1 C5 1.878(3) . Y P1 C4 1.885(3) . Y P2 C3 1.839(3) . Y P2 C6 1.867(3) . Y P2 C7 1.884(3) . Y C1 C2 1.527(4) . Y C2 C3 1.541(4) . Y C4 C9 1.523(4) . Y C4 C8 1.523(4) . Y C5 C10 1.529(4) . Y C5 C11 1.531(4) . Y C6 C13 1.526(4) . Y C6 C12 1.532(4) . Y C7 C15 1.533(5) . Y C7 C14 1.533(5) . Y C16A C17A 1.424(4) . Y C17A C18 1.485(4) . Y C18 C19A 1.499(5) . Y C19A C20 1.548(5) . Y C20 C21A 1.515(5) . Y C21A C22A 1.408(4) . Y C16B C17B 1.27 . Y C21B C22B 1.59 . Y 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 C17B Fe C16B 37.86(6) . . Y C22A Fe C21A 39.87(12) . . Y C22A Fe C17A 123.81(12) . . Y C21A Fe C17A 86.44(13) . . Y C17B Fe C21B 90.80(13) . . Y C16B Fe C21B 126.5(2) . . Y C22A Fe C16A 154.37(13) . . Y C21A Fe C16A 125.19(13) . . Y C17A Fe C16A 39.77(12) . . Y C17B Fe C22B 130.96(15) . . Y C16B Fe C22B 152.5(2) . . Y C21B Fe C22B 43.78(6) . . Y C17B Fe P1 107.52(10) . . Y C16B Fe P1 101.77(9) . . Y C22A Fe P1 97.31(9) . . Y C21A Fe P1 136.01(10) . . Y C17A Fe P1 127.00(9) . . Y C21B Fe P1 109.91(9) . . Y C16A Fe P1 88.81(9) . . Y C22B Fe P1 105.65(8) . . Y C17B Fe P2 121.46(10) . . Y C16B Fe P2 85.03(10) . . Y C22A Fe P2 106.40(10) . . Y C21A Fe P2 107.06(10) . . Y C17A Fe P2 104.27(10) . . Y C21B Fe P2 133.35(10) . . Y C16A Fe P2 98.11(10) . . Y C22B Fe P2 91.65(9) . . Y P1 Fe P2 92.58(4) . . Y C1 P1 C5 101.30(12) . . Y C1 P1 C4 101.23(12) . . Y C5 P1 C4 101.15(12) . . Y C1 P1 Fe 113.94(9) . . Y C5 P1 Fe 118.31(9) . . Y C4 P1 Fe 118.15(9) . . Y C3 P2 C6 100.68(13) . . Y C3 P2 C7 100.63(14) . . Y C6 P2 C7 104.10(15) . . Y C3 P2 Fe 112.25(9) . . Y C6 P2 Fe 115.71(10) . . Y C7 P2 Fe 120.69(10) . . Y C2 C1 P1 114.5(2) . . Y C1 C2 C3 113.4(2) . . Y C2 C3 P2 113.5(2) . . Y C9 C4 C8 109.8(2) . . Y C9 C4 P1 114.6(2) . . Y C8 C4 P1 110.1(2) . . Y C10 C5 C11 109.3(2) . . Y C10 C5 P1 115.3(2) . . Y C11 C5 P1 112.4(2) . . Y C13 C6 C12 110.0(3) . . Y C13 C6 P2 112.6(2) . . Y C12 C6 P2 115.7(2) . . Y C15 C7 C14 109.0(3) . . Y C15 C7 P2 110.8(2) . . Y C14 C7 P2 111.3(2) . . Y C17A C16A Fe 68.9(2) . . Y C16A C17A C18 122.2(3) . . Y C16A C17A Fe 71.4(2) . . Y C18 C17A Fe 116.0(2) . . Y C17A C18 C19A 115.3(3) . . Y C18 C19A C20 111.0(3) . . Y C21A C20 C19A 114.0(3) . . Y C22A C21A C20 117.9(3) . . Y C22A C21A Fe 70.0(2) . . Y C20 C21A Fe 118.1(2) . . Y C21A C22A Fe 70.1(2) . . Y C17B C16B Fe 67.39(10) . . Y C16B C17B Fe 74.76(10) . . Y C22B C21B Fe 70.04(9) . . Y C21B C22B Fe 66.18(9) . . Y _refine_diff_density_max 0.916 _refine_diff_density_min -0.698 data_2169 #### # # _publ_requested_journal Organometallics _publ_section_title ; The Reaction of Unconjugated Dienes with [Fe(R~2~P(CH~2~)~n~PR~2~)]-Species ; loop_ _publ_author_name _publ_author_address 'S. Geier' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'R. Goddard' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'S. Holle' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'P.W. Jolly' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'C. Kr\"uger' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'F. Lutz' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; # # ######################################################################## #### _chemical_name_systematic ; 1,5-hexadienebis(triethylphosphine)iron(0) ; _chemical_formula_structural '((C2 H5)3 P)2 Fe (C6 H8)' _chemical_formula_sum 'C18 H40 Fe P2' _chemical_formula_weight 374.29 _chemical_melting_point 'not measured' 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' 'Fe' 'Fe' 0.3463 0.8444 '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 monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_Int_Tables_number 14 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 9.164(7) _cell_length_b 14.396(9) _cell_length_c 16.035(7) _cell_angle_alpha 90.00 _cell_angle_beta 92.75(4) _cell_angle_gamma 90.00 _cell_volume 2112.9(22) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11.3 _cell_measurement_theta_max 20.8 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.42 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.177 _exptl_crystal_density_method none _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 0.860 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal mounted in a Lindemann glass capillary under argon and cooled by a cold N~2~ gas stream maintained at 100 K. ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2theta scan' _diffrn_standards_number 3 _diffrn_standards_interval_time 30 _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 6333 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0428 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 29.99 _reflns_number_total 6129 _reflns_number_observed 4980 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'EXPRESS / CAD4 software (Enraf-Nonius, 1995)' _computing_cell_refinement 'EXPRESS / CAD4 software (Enraf-Nonius, 1995)' _computing_data_reduction 'DATAP (Coppens, et al. 1965)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1983)' _computing_molecular_graphics 'ORTEP (Johnson, 1976)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R-factor-obs 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^)+(0.0905P)^2^+1.2173P] 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 refxyz _refine_ls_extinction_method none _refine_ls_number_reflns 6128 _refine_ls_number_parameters 350 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0599 _refine_ls_R_factor_obs 0.0451 _refine_ls_wR_factor_all 0.1416 _refine_ls_wR_factor_obs 0.1274 _refine_ls_goodness_of_fit_all 1.020 _refine_ls_goodness_of_fit_obs 1.024 _refine_ls_restrained_S_all 1.020 _refine_ls_restrained_S_obs 1.024 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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 Fe Fe 0.06230(3) 0.22860(2) 0.42929(2) 0.02000(10) Uani 1 d . . P1 P 0.19133(6) 0.30065(4) 0.53580(3) 0.02145(13) Uani 1 d . . P2 P 0.22918(6) 0.14392(4) 0.36275(4) 0.02363(13) Uani 1 d . . C1 C 0.3086(3) 0.2257(2) 0.6038(2) 0.0312(5) Uani 1 d . . C2 C 0.2283(3) 0.1459(2) 0.6435(2) 0.0385(6) Uani 1 d . . C3 C 0.3304(2) 0.3864(2) 0.5075(2) 0.0294(4) Uani 1 d . . C4 C 0.2684(3) 0.4698(2) 0.4590(2) 0.0372(5) Uani 1 d . . C5 C 0.0852(3) 0.3665(2) 0.61138(15) 0.0290(4) Uani 1 d . . C6 C 0.1668(3) 0.4175(2) 0.6823(2) 0.0391(6) Uani 1 d . . C7 C 0.4071(3) 0.1974(2) 0.3427(2) 0.0337(5) Uani 1 d . . C8 C 0.3952(3) 0.2866(2) 0.2927(2) 0.0417(6) Uani 1 d . . C9 C 0.1784(3) 0.0987(2) 0.2578(2) 0.0375(5) Uani 1 d . . C10 C 0.0515(4) 0.0306(3) 0.2569(2) 0.0520(8) Uani 1 d . . C11 C 0.2876(3) 0.0388(2) 0.4201(2) 0.0337(5) Uani 1 d . . C12 C 0.3985(4) -0.0252(2) 0.3817(3) 0.0539(8) Uani 1 d . . C13 C -0.0897(3) 0.1243(2) 0.4439(2) 0.0319(5) Uani 1 d . . C14 C -0.1098(3) 0.1911(2) 0.5064(2) 0.0303(5) Uani 1 d . . C15 C -0.2322(3) 0.2627(2) 0.4990(2) 0.0356(5) Uani 1 d . . C16 C -0.2318(3) 0.3080(2) 0.4137(2) 0.0366(6) Uani 1 d . . C17 C -0.0780(3) 0.3385(2) 0.3963(2) 0.0294(4) Uani 1 d . . C18 C -0.0058(3) 0.3080(2) 0.3258(2) 0.0339(5) Uani 1 d . . H1A H 0.3814(43) 0.2006(27) 0.5707(24) 0.054(10) Uiso 1 d . . H1B H 0.3521(37) 0.2654(23) 0.6437(22) 0.040(9) Uiso 1 d . . H2A H 0.1838(37) 0.1062(25) 0.6052(23) 0.044(9) Uiso 1 d . . H2B H 0.2828(40) 0.1091(27) 0.6771(24) 0.055(10) Uiso 1 d . . H2C H 0.1492(44) 0.1680(30) 0.6784(26) 0.064(12) Uiso 1 d . . H3A H 0.3999(35) 0.3522(23) 0.4745(21) 0.041(9) Uiso 1 d . . H3B H 0.3798(34) 0.4082(22) 0.5578(20) 0.034(8) Uiso 1 d . . H4A H 0.3516(38) 0.5124(25) 0.4465(22) 0.050(10) Uiso 1 d . . H4B H 0.2152(35) 0.4496(23) 0.4107(21) 0.037(8) Uiso 1 d . . H4C H 0.1949(39) 0.5087(26) 0.4882(24) 0.054(10) Uiso 1 d . . H5A H 0.0283(32) 0.4123(22) 0.5784(19) 0.034(8) Uiso 1 d . . H5B H 0.0149(34) 0.3248(23) 0.6321(20) 0.036(8) Uiso 1 d . . H6A H 0.2184(43) 0.3729(28) 0.7192(26) 0.062(11) Uiso 1 d . . H6B H 0.1031(38) 0.4568(26) 0.7171(22) 0.050(10) Uiso 1 d . . H6C H 0.2376(38) 0.4613(25) 0.6654(22) 0.047(9) Uiso 1 d . . H7A H 0.4527(32) 0.2105(20) 0.3996(19) 0.027(7) Uiso 1 d . . H7B H 0.4625(39) 0.1533(26) 0.3165(24) 0.054(10) Uiso 1 d . . H8A H 0.3465(36) 0.2772(21) 0.2406(21) 0.033(8) Uiso 1 d . . H8B H 0.3258(39) 0.3307(26) 0.3119(23) 0.048(9) Uiso 1 d . . H8C H 0.4928(38) 0.3148(24) 0.2834(21) 0.044(9) Uiso 1 d . . H9A H 0.1524(38) 0.1487(27) 0.2250(23) 0.049(10) Uiso 1 d . . H9B H 0.2626(37) 0.0707(25) 0.2345(21) 0.043(9) Uiso 1 d . . H10A H 0.0751(44) -0.0282(29) 0.2945(26) 0.063(11) Uiso 1 d . . H10B H 0.0199(44) 0.0118(29) 0.2043(27) 0.064(12) Uiso 1 d . . H10C H -0.0330(42) 0.0574(27) 0.2791(24) 0.054(10) Uiso 1 d . . H11A H 0.3255(35) 0.0592(24) 0.4710(22) 0.042(9) Uiso 1 d . . H11B H 0.2069(39) 0.0064(25) 0.4287(22) 0.047(9) Uiso 1 d . . H12A H 0.4927(51) 0.0061(31) 0.3802(27) 0.073(13) Uiso 1 d . . H12B H 0.4189(42) -0.0796(29) 0.4144(24) 0.058(10) Uiso 1 d . . H12C H 0.3594(40) -0.0455(28) 0.3241(26) 0.057(11) Uiso 1 d . . H13A H -0.0476(33) 0.0627(23) 0.4569(20) 0.038(8) Uiso 1 d . . H13B H -0.1486(36) 0.1227(23) 0.3951(21) 0.041(9) Uiso 1 d . . H14 H -0.0806(32) 0.1747(23) 0.5599(20) 0.035(8) Uiso 1 d . . H15A H -0.2176(32) 0.3101(22) 0.5432(20) 0.032(7) Uiso 1 d . . H15B H -0.3248(34) 0.2352(20) 0.5064(20) 0.032(8) Uiso 1 d . . H16A H -0.3017(35) 0.3615(23) 0.4093(21) 0.040(8) Uiso 1 d . . H16B H -0.2650(34) 0.2647(22) 0.3692(21) 0.036(8) Uiso 1 d . . H17 H -0.0474(31) 0.3980(21) 0.4201(18) 0.031(7) Uiso 1 d . . H18A H -0.0540(33) 0.2686(21) 0.2880(20) 0.031(8) Uiso 1 d . . H18B H 0.0719(33) 0.3472(21) 0.3043(19) 0.033(8) 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 Fe 0.0192(2) 0.0183(2) 0.0224(2) 0.00006(10) 0.00029(10) 0.00078(10) P1 0.0202(2) 0.0227(3) 0.0215(2) -0.0004(2) 0.0005(2) 0.0004(2) P2 0.0244(3) 0.0210(2) 0.0258(3) -0.0012(2) 0.0033(2) 0.0021(2) C1 0.0301(11) 0.0337(12) 0.0294(11) 0.0019(9) -0.0050(9) 0.0049(9) C2 0.0430(14) 0.0371(13) 0.0353(13) 0.0107(11) 0.0015(11) 0.0073(11) C3 0.0246(10) 0.0308(11) 0.0329(11) -0.0034(9) 0.0040(8) -0.0047(8) C4 0.0411(13) 0.0239(11) 0.047(2) 0.0027(10) 0.0105(11) -0.0070(10) C5 0.0282(10) 0.0295(11) 0.0297(11) -0.0039(9) 0.0054(8) -0.0010(9) C6 0.0462(15) 0.0421(14) 0.0293(12) -0.0109(11) 0.0038(11) -0.0055(12) C7 0.0298(11) 0.0309(12) 0.0415(14) -0.0015(10) 0.0119(10) 0.0011(9) C8 0.0431(15) 0.0356(13) 0.048(2) 0.0044(12) 0.0173(13) -0.0048(11) C9 0.0460(14) 0.0341(13) 0.0325(12) -0.0089(10) 0.0011(11) 0.0044(11) C10 0.043(2) 0.057(2) 0.055(2) -0.027(2) -0.0040(14) -0.0021(14) C11 0.0353(12) 0.0266(11) 0.0395(13) 0.0043(10) 0.0045(10) 0.0079(9) C12 0.058(2) 0.039(2) 0.067(2) 0.008(2) 0.017(2) 0.0252(15) C13 0.0272(10) 0.0224(10) 0.0464(14) -0.0027(9) 0.0044(10) -0.0058(8) C14 0.0247(10) 0.0284(11) 0.0383(12) 0.0017(9) 0.0061(9) -0.0019(8) C15 0.0220(10) 0.0328(12) 0.053(2) -0.0029(11) 0.0084(10) -0.0009(9) C16 0.0238(10) 0.0337(12) 0.051(2) -0.0044(11) -0.0076(10) 0.0064(9) C17 0.0271(10) 0.0242(10) 0.0364(12) 0.0000(9) -0.0036(9) 0.0042(8) C18 0.0404(13) 0.0343(12) 0.0265(11) 0.0050(9) -0.0030(10) 0.0074(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C13 2.069(2) . Y Fe C18 2.085(3) . Y Fe C17 2.090(2) . Y Fe C14 2.119(3) . Y Fe P2 2.2627(12) . Y Fe P1 2.2796(12) . Y P1 C1 1.843(3) . Y P1 C3 1.846(2) . Y P1 C5 1.851(2) . Y P2 C11 1.837(3) . Y P2 C9 1.843(3) . Y P2 C7 1.845(3) . Y C1 C2 1.520(4) . Y C3 C4 1.526(4) . Y C5 C6 1.519(4) . Y C7 C8 1.515(4) . Y C9 C10 1.520(5) . Y C11 C12 1.524(4) . Y C13 C14 1.407(4) . Y C14 C15 1.523(4) . Y C15 C16 1.516(4) . Y C16 C17 1.515(4) . Y C17 C18 1.407(4) . Y 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 C13 Fe C18 108.08(12) . . Y C13 Fe C17 99.71(11) . . Y C18 Fe C17 39.39(10) . . Y C13 Fe C14 39.22(10) . . Y C18 Fe C14 113.63(11) . . Y C17 Fe C14 82.80(10) . . Y C13 Fe P2 97.84(9) . . Y C18 Fe P2 95.92(8) . . Y C17 Fe P2 135.22(8) . . Y C14 Fe P2 132.55(8) . . Y C13 Fe P1 124.96(9) . . Y C18 Fe P1 118.14(9) . . Y C17 Fe P1 97.81(8) . . Y C14 Fe P1 93.02(8) . . Y P2 Fe P1 105.10(5) . . Y C1 P1 C3 98.48(12) . . Y C1 P1 C5 102.84(12) . . Y C3 P1 C5 102.04(12) . . Y C1 P1 Fe 116.33(10) . . Y C3 P1 Fe 117.34(9) . . Y C5 P1 Fe 116.99(9) . . Y C11 P2 C9 102.77(14) . . Y C11 P2 C7 101.05(13) . . Y C9 P2 C7 100.08(14) . . Y C11 P2 Fe 113.27(9) . . Y C9 P2 Fe 118.30(10) . . Y C7 P2 Fe 118.70(10) . . Y C2 C1 P1 114.2(2) . . Y C4 C3 P1 114.0(2) . . Y C6 C5 P1 118.8(2) . . Y C8 C7 P2 113.8(2) . . Y C10 C9 P2 113.3(2) . . Y C12 C11 P2 118.7(2) . . Y C14 C13 Fe 72.34(14) . . Y C13 C14 C15 121.9(2) . . Y C13 C14 Fe 68.44(14) . . Y C15 C14 Fe 110.4(2) . . Y C16 C15 C14 109.1(2) . . Y C17 C16 C15 109.5(2) . . Y C18 C17 C16 122.3(2) . . Y C18 C17 Fe 70.11(14) . . Y C16 C17 Fe 107.5(2) . . Y C17 C18 Fe 70.50(14) . . Y _refine_diff_density_max 0.595 _refine_diff_density_min -0.943