# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Rose-Munch, Francoise' _publ_contact_author_email francoise.rose@upmc.fr _publ_section_title ; New access to(e5-cyclohexadienyl)Mn(CO)3 and cationic (e6-arene)Mn(CO)3 complexes by Suzuki-Miyaura reaction ; loop_ _publ_author_name F.Rose-Munch E.Rose # Attachment '- compl.15.cif' data_alx053 _database_code_depnum_ccdc_archive 'CCDC 782848' #TrackingRef '- compl.15.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; h5-(3-p-Methoxyphenyl-2-methoxycyclohexadienyl)Mn(CO)3 ; _chemical_formula_moiety 'C23 H19 Mn O5' _chemical_formula_sum 'C23 H19 Mn O5' _chemical_formula_weight 430.32 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 34.311(5) _cell_length_b 10.0678(18) _cell_length_c 11.3809(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.870(8) _cell_angle_gamma 90.00 _cell_volume 3922.5(9) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 202 _cell_measurement_theta_min 4 _cell_measurement_theta_max 22 _exptl_crystal_description plate-like _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.391 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _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 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 30153 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 30.00 _reflns_number_total 5677 _reflns_number_gt 4204 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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^)+(0.0421P)^2^+3.1980P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5677 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0915 _refine_ls_wR_factor_gt 0.0804 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.004 _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 Mn1 Mn 0.556612(6) 0.25059(2) 0.549102(18) 0.02221(7) Uani 1 1 d . . . O1 O 0.60404(3) -0.00011(10) 0.47446(9) 0.0266(2) Uani 1 1 d . . . O2 O 0.72919(4) 0.04827(15) 0.91987(12) 0.0481(4) Uani 1 1 d . . . O21 O 0.48314(4) 0.34927(16) 0.43034(13) 0.0519(4) Uani 1 1 d . . . O22 O 0.52461(4) -0.00117(14) 0.63382(11) 0.0427(3) Uani 1 1 d . . . O23 O 0.54493(4) 0.36496(14) 0.78294(11) 0.0432(3) Uani 1 1 d . . . C1 C 0.57574(4) 0.19540(15) 0.37565(12) 0.0235(3) Uani 1 1 d . . . H1 H 0.5609 0.1421 0.3187 0.020(4) Uiso 1 1 d R . . C2 C 0.60010(4) 0.13382(14) 0.46323(12) 0.0218(3) Uani 1 1 d . . . C3 C 0.61904(4) 0.21274(15) 0.55613(12) 0.0217(3) Uani 1 1 d . . . C4 C 0.61066(4) 0.35249(15) 0.54949(13) 0.0237(3) Uani 1 1 d . . . H4 H 0.6179 0.4042 0.6199 0.024(4) Uiso 1 1 d R . . C5 C 0.58795(5) 0.40791(15) 0.45680(13) 0.0261(3) Uani 1 1 d . . . H5 H 0.5810 0.4995 0.4646 0.024(4) Uiso 1 1 d R . . C6 C 0.58452(4) 0.33720(15) 0.33981(13) 0.0242(3) Uani 1 1 d . . . H6 H 0.5623 0.3674 0.2963 0.020(4) Uiso 1 1 d R . . C7 C 0.58007(5) -0.08250(16) 0.39654(14) 0.0320(4) Uani 1 1 d . . . H7A H 0.5530 -0.0635 0.4060 0.048 Uiso 1 1 calc R . . H7B H 0.5852 -0.1742 0.4147 0.048 Uiso 1 1 calc R . . H7C H 0.5859 -0.0650 0.3166 0.048 Uiso 1 1 calc R . . C8 C 0.64735(4) 0.16228(14) 0.65020(12) 0.0217(3) Uani 1 1 d . . . C9 C 0.67599(5) 0.24825(16) 0.69952(15) 0.0306(3) Uani 1 1 d . . . H9 H 0.6772 0.3348 0.6714 0.037 Uiso 1 1 calc R . . C10 C 0.70260(5) 0.20782(19) 0.78906(16) 0.0372(4) Uani 1 1 d . . . H10 H 0.7211 0.2675 0.8212 0.045 Uiso 1 1 calc R . . C11 C 0.70186(4) 0.07899(17) 0.83101(14) 0.0305(3) Uani 1 1 d . . . C12 C 0.67456(5) -0.00911(17) 0.78201(15) 0.0323(4) Uani 1 1 d . . . H12 H 0.6742 -0.0965 0.8084 0.039 Uiso 1 1 calc R . . C13 C 0.64764(5) 0.03318(16) 0.69313(14) 0.0297(3) Uani 1 1 d . . . H13 H 0.6292 -0.0269 0.6614 0.036 Uiso 1 1 calc R . . C14 C 0.73093(6) -0.0847(2) 0.9604(2) 0.0588(6) Uani 1 1 d . . . H14A H 0.7072 -0.1063 0.9961 0.088 Uiso 1 1 calc R . . H14B H 0.7527 -0.0948 1.0173 0.088 Uiso 1 1 calc R . . H14C H 0.7341 -0.1433 0.8951 0.088 Uiso 1 1 calc R . . C15 C 0.61966(4) 0.34781(15) 0.26497(13) 0.0255(3) Uani 1 1 d . . . C16 C 0.61581(5) 0.30185(17) 0.14938(14) 0.0300(3) Uani 1 1 d . . . H16 H 0.5917 0.2703 0.1188 0.036 Uiso 1 1 calc R . . C17 C 0.64733(5) 0.30234(19) 0.07913(16) 0.0368(4) Uani 1 1 d . . . H17 H 0.6443 0.2710 0.0022 0.044 Uiso 1 1 calc R . . C18 C 0.68316(5) 0.34922(19) 0.12312(17) 0.0387(4) Uani 1 1 d . . . H18 H 0.7044 0.3490 0.0763 0.046 Uiso 1 1 calc R . . C19 C 0.68732(5) 0.39642(19) 0.23701(17) 0.0392(4) Uani 1 1 d . . . H19 H 0.7114 0.4290 0.2667 0.047 Uiso 1 1 calc R . . C20 C 0.65590(5) 0.39578(17) 0.30787(15) 0.0334(4) Uani 1 1 d . . . H20 H 0.6591 0.4277 0.3846 0.040 Uiso 1 1 calc R . . C21 C 0.51131(5) 0.31095(18) 0.47779(14) 0.0324(4) Uani 1 1 d . . . C22 C 0.53661(5) 0.09727(17) 0.59980(13) 0.0291(3) Uani 1 1 d . . . C23 C 0.54922(5) 0.32250(16) 0.69130(14) 0.0296(3) 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 Mn1 0.02115(11) 0.02306(12) 0.02199(12) -0.00212(9) -0.00175(8) 0.00163(9) O1 0.0334(6) 0.0177(5) 0.0276(5) -0.0030(4) -0.0057(4) 0.0002(4) O2 0.0331(7) 0.0570(9) 0.0514(8) 0.0205(7) -0.0191(6) -0.0065(6) O21 0.0326(7) 0.0656(10) 0.0555(8) 0.0037(7) -0.0110(6) 0.0141(7) O22 0.0484(8) 0.0425(8) 0.0367(7) 0.0053(6) -0.0001(6) -0.0168(6) O23 0.0502(8) 0.0481(8) 0.0316(6) -0.0141(6) 0.0046(5) -0.0023(6) C1 0.0249(7) 0.0227(7) 0.0224(7) -0.0016(6) -0.0013(5) -0.0003(6) C2 0.0234(7) 0.0185(7) 0.0235(7) -0.0013(5) 0.0018(5) 0.0004(5) C3 0.0204(7) 0.0200(7) 0.0243(7) -0.0006(5) -0.0007(5) -0.0004(5) C4 0.0245(7) 0.0202(7) 0.0261(7) -0.0023(6) -0.0010(5) -0.0003(6) C5 0.0310(8) 0.0174(7) 0.0294(8) -0.0014(6) -0.0008(6) 0.0019(6) C6 0.0259(7) 0.0210(7) 0.0250(7) 0.0013(6) -0.0030(5) 0.0024(6) C7 0.0406(9) 0.0219(8) 0.0323(8) -0.0050(6) -0.0068(7) -0.0046(7) C8 0.0199(6) 0.0206(7) 0.0244(7) -0.0003(5) 0.0002(5) 0.0001(5) C9 0.0287(8) 0.0219(7) 0.0398(9) 0.0032(7) -0.0070(6) -0.0043(6) C10 0.0288(9) 0.0353(9) 0.0455(10) 0.0012(8) -0.0135(7) -0.0081(7) C11 0.0209(7) 0.0392(9) 0.0308(8) 0.0074(7) -0.0027(6) -0.0008(6) C12 0.0296(8) 0.0283(8) 0.0382(9) 0.0093(7) -0.0043(6) -0.0024(6) C13 0.0294(8) 0.0236(8) 0.0349(8) 0.0027(6) -0.0074(6) -0.0040(6) C14 0.0450(12) 0.0672(15) 0.0613(13) 0.0345(12) -0.0173(10) -0.0034(10) C15 0.0285(8) 0.0183(7) 0.0293(8) 0.0056(6) -0.0005(6) 0.0012(6) C16 0.0283(8) 0.0288(8) 0.0325(8) -0.0001(7) 0.0004(6) -0.0007(6) C17 0.0380(10) 0.0361(9) 0.0369(9) -0.0019(8) 0.0076(7) -0.0019(8) C18 0.0324(9) 0.0366(10) 0.0480(10) 0.0042(8) 0.0110(7) -0.0015(7) C19 0.0284(8) 0.0388(10) 0.0500(11) 0.0073(8) -0.0015(7) -0.0086(7) C20 0.0352(9) 0.0309(9) 0.0333(8) 0.0027(7) -0.0037(7) -0.0061(7) C21 0.0286(8) 0.0370(10) 0.0314(8) -0.0013(7) -0.0005(6) 0.0046(7) C22 0.0267(8) 0.0371(9) 0.0231(7) -0.0043(6) -0.0017(6) -0.0017(7) C23 0.0273(8) 0.0300(9) 0.0311(8) -0.0017(7) -0.0008(6) 0.0011(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Mn1 C22 1.8001(18) . ? Mn1 C23 1.8064(16) . ? Mn1 C21 1.8093(17) . ? Mn1 C4 2.1190(15) . ? Mn1 C3 2.1719(15) . ? Mn1 C2 2.1818(14) . ? Mn1 C1 2.1934(14) . ? Mn1 C5 2.2183(16) . ? O1 C2 1.3603(18) . ? O1 C7 1.4326(18) . ? O2 C11 1.3672(19) . ? O2 C14 1.416(3) . ? O21 C21 1.142(2) . ? O22 C22 1.150(2) . ? O23 C23 1.1458(19) . ? C1 C2 1.401(2) . ? C1 C6 1.521(2) . ? C2 C3 1.442(2) . ? C3 C4 1.437(2) . ? C3 C8 1.486(2) . ? C4 C5 1.386(2) . ? C5 C6 1.507(2) . ? C6 C15 1.526(2) . ? C8 C13 1.388(2) . ? C8 C9 1.398(2) . ? C9 C10 1.383(2) . ? C10 C11 1.383(3) . ? C11 C12 1.380(2) . ? C12 C13 1.390(2) . ? C15 C20 1.391(2) . ? C15 C16 1.392(2) . ? C16 C17 1.388(2) . ? C17 C18 1.379(3) . ? C18 C19 1.379(3) . ? C19 C20 1.389(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C22 Mn1 C23 88.68(7) . . ? C22 Mn1 C21 95.58(8) . . ? C23 Mn1 C21 95.68(7) . . ? C22 Mn1 C4 140.09(7) . . ? C23 Mn1 C4 88.84(7) . . ? C21 Mn1 C4 124.30(7) . . ? C22 Mn1 C3 103.55(7) . . ? C23 Mn1 C3 103.59(6) . . ? C21 Mn1 C3 152.97(7) . . ? C4 Mn1 C3 39.11(6) . . ? C22 Mn1 C2 88.20(6) . . ? C23 Mn1 C2 139.36(6) . . ? C21 Mn1 C2 124.95(7) . . ? C4 Mn1 C2 68.72(6) . . ? C3 Mn1 C2 38.68(5) . . ? C22 Mn1 C1 102.41(6) . . ? C23 Mn1 C1 167.54(7) . . ? C21 Mn1 C1 88.95(7) . . ? C4 Mn1 C1 79.02(6) . . ? C3 Mn1 C1 68.56(5) . . ? C2 Mn1 C1 37.36(5) . . ? C22 Mn1 C5 166.31(7) . . ? C23 Mn1 C5 103.88(7) . . ? C21 Mn1 C5 88.68(7) . . ? C4 Mn1 C5 37.17(6) . . ? C3 Mn1 C5 68.55(6) . . ? C2 Mn1 C5 78.73(6) . . ? C1 Mn1 C5 64.57(6) . . ? C2 O1 C7 117.81(12) . . ? C11 O2 C14 117.81(15) . . ? C2 C1 C6 119.13(13) . . ? C2 C1 Mn1 70.87(8) . . ? C6 C1 Mn1 94.61(9) . . ? O1 C2 C1 123.79(13) . . ? O1 C2 C3 116.12(12) . . ? C1 C2 C3 119.70(13) . . ? O1 C2 Mn1 123.96(10) . . ? C1 C2 Mn1 71.77(8) . . ? C3 C2 Mn1 70.29(8) . . ? C4 C3 C2 114.97(12) . . ? C4 C3 C8 119.44(13) . . ? C2 C3 C8 125.48(13) . . ? C4 C3 Mn1 68.46(8) . . ? C2 C3 Mn1 71.03(8) . . ? C8 C3 Mn1 132.98(10) . . ? C5 C4 C3 122.31(13) . . ? C5 C4 Mn1 75.31(9) . . ? C3 C4 Mn1 72.44(8) . . ? C4 C5 C6 119.26(13) . . ? C4 C5 Mn1 67.52(9) . . ? C6 C5 Mn1 93.99(9) . . ? C5 C6 C1 102.21(12) . . ? C5 C6 C15 116.25(13) . . ? C1 C6 C15 113.19(12) . . ? C13 C8 C9 116.74(14) . . ? C13 C8 C3 124.24(13) . . ? C9 C8 C3 119.02(13) . . ? C10 C9 C8 121.66(15) . . ? C9 C10 C11 120.26(15) . . ? O2 C11 C12 124.49(16) . . ? O2 C11 C10 116.10(15) . . ? C12 C11 C10 119.40(15) . . ? C11 C12 C13 119.79(15) . . ? C8 C13 C12 122.12(15) . . ? C20 C15 C16 118.20(15) . . ? C20 C15 C6 123.33(14) . . ? C16 C15 C6 118.41(14) . . ? C17 C16 C15 121.00(16) . . ? C18 C17 C16 120.16(17) . . ? C19 C18 C17 119.50(16) . . ? C18 C19 C20 120.60(16) . . ? C19 C20 C15 120.53(16) . . ? O21 C21 Mn1 178.38(16) . . ? O22 C22 Mn1 178.41(15) . . ? O23 C23 Mn1 178.11(16) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.323 _refine_diff_density_min -0.325 _refine_diff_density_rms 0.061 _chemical_name_common h5-(3-p-Methoxyphenyl-2-methoxycyclohexadienyl)Mn(CO)3 # Attachment '- compl18.cif' data_alx066 _database_code_depnum_ccdc_archive 'CCDC 782849' #TrackingRef '- compl18.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [h6-(1-p-fluorophenyl-4-methoxyphenyl)Mn(CO)3]BF4 ; _chemical_formula_moiety 'C16 H11 F Mn O4, B F4, 0.5(C H4 O)' _chemical_formula_sum 'C16.50 H13 B F5 Mn O4.50' _chemical_formula_weight 444.00 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 18.588(2) _cell_length_b 9.4450(11) _cell_length_c 20.1140(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.137(8) _cell_angle_gamma 90.00 _cell_volume 3531.3(6) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 90 _cell_measurement_theta_min 4 _cell_measurement_theta_max 20 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14629 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 30.00 _reflns_number_total 4856 _reflns_number_gt 3367 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Some electron density remains near the disordered BF4 anion. Several attempts have been made at modeling the disorder for that molecule but none of them led to an overall improvement of the structure. Atoms C17 and O2 belong to a disordered molecule of methanol with an occupancy of 1/2. Hydrogens linked to these atoms werent included. 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^ > 2\s(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^)+(0.1166P)^2^+3.9942P] 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_number_reflns 4856 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.2009 _refine_ls_wR_factor_gt 0.1740 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 Mn1 Mn 0.33302(2) 0.41410(5) 0.62318(2) 0.02930(17) Uani 1 1 d . . . F1 F 0.63986(16) 0.0048(4) 0.52008(19) 0.0956(10) Uani 1 1 d . . . F2 F 0.69159(13) 0.6434(3) 0.70619(12) 0.0650(7) Uani 1 1 d . . . F3 F 0.57680(18) 0.5802(6) 0.71622(15) 0.138(2) Uani 1 1 d . . . F4 F 0.6306(3) 0.5251(5) 0.62655(16) 0.1213(15) Uani 1 1 d . . . F5 F 0.6155(3) 0.7385(5) 0.6341(2) 0.149(2) Uani 1 1 d . . . O1 O 0.28381(17) 0.7464(3) 0.59429(13) 0.0519(7) Uani 1 1 d . . . O2 O 0.5213(8) 0.8972(13) 0.8157(8) 0.152(5) Uani 0.50 1 d P . . O14 O 0.20191(15) 0.4913(3) 0.69738(14) 0.0540(7) Uani 1 1 d . . . O15 O 0.26588(18) 0.1599(3) 0.56582(16) 0.0677(9) Uani 1 1 d . . . O16 O 0.38168(19) 0.2477(4) 0.73819(17) 0.0803(11) Uani 1 1 d . . . C1 C 0.43467(17) 0.4223(4) 0.56745(15) 0.0342(7) Uani 1 1 d . . . C2 C 0.43773(18) 0.5119(4) 0.62429(15) 0.0379(7) Uani 1 1 d . . . H2 H 0.4748 0.4990 0.6548 0.045 Uiso 1 1 calc R . . C3 C 0.3873(2) 0.6182(4) 0.63606(16) 0.0390(8) Uani 1 1 d . . . H3 H 0.3899 0.6716 0.6748 0.047 Uiso 1 1 calc R . . C4 C 0.3328(2) 0.6445(4) 0.58952(16) 0.0398(8) Uani 1 1 d . . . C5 C 0.32534(18) 0.5513(4) 0.53493(15) 0.0372(7) Uani 1 1 d . . . H5 H 0.2864 0.5610 0.5061 0.045 Uiso 1 1 calc R . . C6 C 0.37577(17) 0.4453(4) 0.52414(15) 0.0341(7) Uani 1 1 d . . . H6 H 0.3706 0.3873 0.4871 0.041 Uiso 1 1 calc R . . C7 C 0.2852(3) 0.8376(5) 0.6524(2) 0.0683(13) Uani 1 1 d . . . H7A H 0.2788 0.7815 0.6917 0.102 Uiso 1 1 calc R . . H7B H 0.2471 0.9060 0.6492 0.102 Uiso 1 1 calc R . . H7C H 0.3306 0.8857 0.6547 0.102 Uiso 1 1 calc R . . C8 C 0.48822(17) 0.3104(4) 0.55494(16) 0.0388(7) Uani 1 1 d . . . C9 C 0.5334(2) 0.2635(6) 0.6060(2) 0.0683(14) Uani 1 1 d . . . H9 H 0.5288 0.3014 0.6484 0.082 Uiso 1 1 calc R . . C10 C 0.5845(3) 0.1617(7) 0.5939(3) 0.0850(18) Uani 1 1 d . . . H10 H 0.6149 0.1310 0.6277 0.102 Uiso 1 1 calc R . . C11 C 0.5898(2) 0.1077(5) 0.5327(3) 0.0630(12) Uani 1 1 d . . . C12 C 0.5466(2) 0.1469(4) 0.4815(2) 0.0538(10) Uani 1 1 d . . . H12 H 0.5514 0.1058 0.4397 0.065 Uiso 1 1 calc R . . C13 C 0.4950(2) 0.2498(4) 0.49312(19) 0.0452(8) Uani 1 1 d . . . H13 H 0.4647 0.2783 0.4588 0.054 Uiso 1 1 calc R . . C14 C 0.2516(2) 0.4604(4) 0.66852(17) 0.0387(7) Uani 1 1 d . . . C15 C 0.29034(19) 0.2575(4) 0.58874(17) 0.0420(8) Uani 1 1 d . . . C16 C 0.36274(19) 0.3112(4) 0.69424(19) 0.0470(9) Uani 1 1 d . . . C17 C 0.5000 0.9495(18) 0.7500 0.178(7) Uani 1 2 d S . . B1 B 0.6267(3) 0.6255(6) 0.6755(2) 0.0585(12) 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 Mn1 0.0275(3) 0.0362(3) 0.0242(3) 0.00279(17) -0.00189(18) -0.00460(18) F1 0.0555(17) 0.097(2) 0.135(3) -0.001(2) 0.0198(18) 0.0298(16) F2 0.0506(13) 0.097(2) 0.0477(13) -0.0006(13) -0.0126(11) -0.0085(13) F3 0.065(2) 0.306(7) 0.0434(16) -0.016(2) -0.0043(15) -0.053(3) F4 0.132(3) 0.167(4) 0.065(2) -0.033(2) 0.007(2) -0.063(3) F5 0.173(5) 0.132(4) 0.142(4) 0.043(3) -0.091(3) 0.001(3) O1 0.0717(19) 0.0419(14) 0.0421(14) 0.0056(10) -0.0018(13) 0.0098(13) O2 0.140(11) 0.135(10) 0.180(12) 0.021(8) -0.058(10) 0.015(8) O14 0.0418(15) 0.0570(17) 0.0631(18) 0.0007(13) 0.0151(13) 0.0074(12) O15 0.073(2) 0.063(2) 0.068(2) -0.0237(15) 0.0210(16) -0.0329(16) O16 0.069(2) 0.100(3) 0.071(2) 0.052(2) -0.0120(17) 0.0007(19) C1 0.0264(14) 0.0492(19) 0.0270(14) 0.0036(12) -0.0002(12) -0.0106(13) C2 0.0353(16) 0.0499(19) 0.0284(15) 0.0042(13) -0.0072(13) -0.0167(14) C3 0.0477(19) 0.0407(17) 0.0285(15) -0.0006(12) -0.0008(14) -0.0152(15) C4 0.049(2) 0.0397(18) 0.0312(17) 0.0062(13) 0.0027(14) -0.0058(15) C5 0.0368(17) 0.0487(19) 0.0261(15) 0.0065(12) -0.0059(13) -0.0039(14) C6 0.0322(15) 0.0470(18) 0.0231(14) 0.0037(12) -0.0033(12) -0.0085(13) C7 0.107(4) 0.048(2) 0.050(2) -0.0064(18) 0.010(3) 0.015(2) C8 0.0236(14) 0.055(2) 0.0376(17) 0.0042(14) 0.0007(13) -0.0067(14) C9 0.049(2) 0.101(4) 0.055(3) -0.010(2) -0.019(2) 0.021(2) C10 0.052(3) 0.132(5) 0.071(3) -0.001(3) -0.012(2) 0.036(3) C11 0.035(2) 0.067(3) 0.087(4) 0.006(2) 0.011(2) 0.0082(18) C12 0.051(2) 0.052(2) 0.059(2) -0.0028(18) 0.021(2) -0.0085(18) C13 0.0454(19) 0.048(2) 0.0423(19) 0.0038(15) 0.0062(16) -0.0086(16) C14 0.0414(19) 0.0359(16) 0.0386(17) 0.0066(13) -0.0041(15) -0.0032(14) C15 0.0403(18) 0.051(2) 0.0352(17) -0.0036(14) 0.0132(15) -0.0091(15) C16 0.0357(18) 0.060(2) 0.045(2) 0.0163(17) -0.0023(15) -0.0037(16) C17 0.205(19) 0.154(13) 0.177(16) 0.000 0.046(15) 0.000 B1 0.053(3) 0.083(3) 0.040(2) 0.007(2) -0.014(2) -0.007(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Mn1 C16 1.813(4) . ? Mn1 C15 1.815(4) . ? Mn1 C14 1.822(4) . ? Mn1 C2 2.155(3) . ? Mn1 C6 2.167(3) . ? Mn1 C3 2.191(3) . ? Mn1 C1 2.201(3) . ? Mn1 C5 2.202(3) . ? Mn1 C4 2.279(3) . ? F1 C11 1.371(5) . ? F2 B1 1.364(5) . ? F3 B1 1.310(6) . ? F4 B1 1.369(7) . ? F5 B1 1.368(7) . ? O1 C4 1.329(5) . ? O1 C7 1.452(5) . ? O2 C17 1.466(14) . ? O14 C14 1.131(4) . ? O15 C15 1.127(4) . ? O16 C16 1.124(4) . ? C1 C6 1.414(4) . ? C1 C2 1.424(5) . ? C1 C8 1.474(5) . ? C2 C3 1.394(5) . ? C3 C4 1.400(5) . ? C4 C5 1.414(5) . ? C5 C6 1.389(5) . ? C8 C13 1.375(5) . ? C8 C9 1.397(5) . ? C9 C10 1.374(7) . ? C10 C11 1.335(8) . ? C11 C12 1.357(7) . ? C12 C13 1.385(6) . ? C17 O2 1.466(14) 2_656 ? 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 C16 Mn1 C15 89.80(17) . . ? C16 Mn1 C14 89.18(16) . . ? C15 Mn1 C14 91.36(16) . . ? C16 Mn1 C2 87.02(14) . . ? C15 Mn1 C2 138.36(15) . . ? C14 Mn1 C2 130.04(15) . . ? C16 Mn1 C6 133.31(16) . . ? C15 Mn1 C6 85.46(14) . . ? C14 Mn1 C6 137.27(14) . . ? C2 Mn1 C6 67.53(12) . . ? C16 Mn1 C3 103.81(16) . . ? C15 Mn1 C3 164.34(14) . . ? C14 Mn1 C3 96.48(15) . . ? C2 Mn1 C3 37.40(14) . . ? C6 Mn1 C3 79.58(12) . . ? C16 Mn1 C1 99.20(15) . . ? C15 Mn1 C1 102.08(14) . . ? C14 Mn1 C1 164.10(14) . . ? C2 Mn1 C1 38.14(12) . . ? C6 Mn1 C1 37.78(11) . . ? C3 Mn1 C1 68.49(13) . . ? C16 Mn1 C5 165.85(15) . . ? C15 Mn1 C5 98.30(15) . . ? C14 Mn1 C5 102.13(14) . . ? C2 Mn1 C5 79.22(12) . . ? C6 Mn1 C5 37.06(13) . . ? C3 Mn1 C5 66.84(12) . . ? C1 Mn1 C5 67.84(12) . . ? C16 Mn1 C4 138.24(16) . . ? C15 Mn1 C4 131.63(15) . . ? C14 Mn1 C4 85.36(14) . . ? C2 Mn1 C4 66.07(14) . . ? C6 Mn1 C4 66.24(13) . . ? C3 Mn1 C4 36.43(13) . . ? C1 Mn1 C4 79.38(13) . . ? C5 Mn1 C4 36.74(12) . . ? C4 O1 C7 118.5(3) . . ? C6 C1 C2 115.6(3) . . ? C6 C1 C8 121.8(3) . . ? C2 C1 C8 122.5(3) . . ? C6 C1 Mn1 69.80(18) . . ? C2 C1 Mn1 69.18(18) . . ? C8 C1 Mn1 130.0(2) . . ? C3 C2 C1 122.6(3) . . ? C3 C2 Mn1 72.72(19) . . ? C1 C2 Mn1 72.68(18) . . ? C2 C3 C4 120.0(3) . . ? C2 C3 Mn1 69.88(18) . . ? C4 C3 Mn1 75.2(2) . . ? O1 C4 C3 125.1(3) . . ? O1 C4 C5 116.1(3) . . ? C3 C4 C5 118.6(3) . . ? O1 C4 Mn1 132.1(3) . . ? C3 C4 Mn1 68.36(19) . . ? C5 C4 Mn1 68.67(19) . . ? C6 C5 C4 120.3(3) . . ? C6 C5 Mn1 70.09(18) . . ? C4 C5 Mn1 74.59(19) . . ? C5 C6 C1 122.4(3) . . ? C5 C6 Mn1 72.86(19) . . ? C1 C6 Mn1 72.41(18) . . ? C13 C8 C9 118.5(4) . . ? C13 C8 C1 121.1(3) . . ? C9 C8 C1 120.4(3) . . ? C10 C9 C8 120.4(4) . . ? C11 C10 C9 118.9(5) . . ? C10 C11 C12 123.4(4) . . ? C10 C11 F1 119.6(5) . . ? C12 C11 F1 117.0(5) . . ? C11 C12 C13 118.1(4) . . ? C8 C13 C12 120.7(4) . . ? O14 C14 Mn1 178.5(3) . . ? O15 C15 Mn1 177.5(3) . . ? O16 C16 Mn1 179.5(4) . . ? O2 C17 O2 140.6(17) 2_656 . ? F3 B1 F2 112.6(4) . . ? F3 B1 F5 121.9(6) . . ? F2 B1 F5 108.1(5) . . ? F3 B1 F4 105.2(5) . . ? F2 B1 F4 111.2(5) . . ? F5 B1 F4 96.4(4) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 1.445 _refine_diff_density_min -0.576 _refine_diff_density_rms 0.161 _chemical_name_common (h6-(1-p-fluorophenyl-4-methoxyphenyl)Mn(CO)3)BF4