# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Devillers, Charles' _publ_contact_author_email charles.devillers@u-bourgogne.fr _publ_section_title ; Electrochemical meso-Functionalization of Magnesium(II) Porphine ; loop_ _publ_author_name C.H.Devillers A.K.D.Dime D.Lucas H.Cattey # Attachment '- 1004cd6chemCommPubli.cif' data_1004cd6c _database_code_depnum_ccdc_archive 'CCDC 796284' #TrackingRef '- 1004cd6chemCommPubli.cif' _audit_creation_date date _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp:/ftp.iucr.org/pub/cif_core.dic _audit_update_record ; ? 2010-07-22 # Formatted by publCIF ; _refine_ls_number_constraints ? #Added by publCIF _symmetry_space_group_name_hall '-P 2ybc' #Added by publCIF _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H32 Mg N4 O P, 0.5 (C7 H8), F6 P' _chemical_formula_sum 'C43.50 H36 F6 Mg N4 O P2' _chemical_formula_weight 831.01 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mg Mg 0.0486 0.0363 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 9.4786(4) _cell_length_b 25.8868(11) _cell_length_c 16.9780(7) _cell_angle_alpha 90.00 _cell_angle_beta 112.241(2) _cell_angle_gamma 90.00 _cell_volume 3856.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 115(2) _cell_measurement_reflns_used 28204 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1716 _exptl_absorpt_coefficient_mu 0.200 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 115(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 '\f scans (\k = 0) + additional \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16677 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0751 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 27.54 _reflns_number_total 8798 _reflns_number_gt 5987 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius,1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPIII (Burnett, 1996)' _computing_publication_material 'SHELXL97 and WinGX (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. The toluene group, located close to an inversion center, was find disordered over two positions and refined with an occupation factor of 0.5. The toluene carbon atoms were anisotropically refined with restraints with 0.01 standard deviations so that their Uij components approximate to isotropic behaviour, however the corresponding isotropic U is free to vary. ; _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^)+(0.0074P)^2^+12.8417P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8798 _refine_ls_number_parameters 540 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.1367 _refine_ls_R_factor_gt 0.0904 _refine_ls_wR_factor_ref 0.1767 _refine_ls_wR_factor_gt 0.1549 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.002 _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 C41 C -0.0020(13) 0.0324(3) 0.4896(7) 0.060(3) Uani 0.50 1 d PGU A -1 C42 C -0.1008(9) 0.0078(4) 0.5207(6) 0.044(3) Uani 0.50 1 d PGU A -1 H42 H -0.1799 0.0269 0.5288 0.053 Uiso 0.50 1 calc PR A -1 C43 C -0.0837(9) -0.0446(4) 0.5399(5) 0.049(3) Uani 0.50 1 d PGU A -1 H43 H -0.1512 -0.0613 0.5611 0.059 Uiso 0.50 1 calc PR A -1 C44 C 0.0321(12) -0.0724(3) 0.5280(6) 0.086(8) Uani 0.50 1 d PGU A -1 H44 H 0.0438 -0.1082 0.5411 0.103 Uiso 0.50 1 calc PR A -1 C45 C 0.1309(9) -0.0478(4) 0.4970(5) 0.056(3) Uani 0.50 1 d PGU A -1 H45 H 0.2100 -0.0669 0.4889 0.068 Uiso 0.50 1 calc PR A -1 C46 C 0.1138(10) 0.0046(4) 0.4778(6) 0.059(5) Uani 0.50 1 d PGU A -1 H46 H 0.1813 0.0213 0.4565 0.071 Uiso 0.50 1 calc PR A -1 C47 C -0.013(2) 0.0854(7) 0.4765(11) 0.073(5) Uani 0.50 1 d PU A -1 H47A H -0.1167 0.0968 0.4677 0.109 Uiso 0.50 1 calc PR A -1 H47B H 0.0092 0.0939 0.4262 0.109 Uiso 0.50 1 calc PR A -1 H47C H 0.0600 0.1029 0.5264 0.109 Uiso 0.50 1 calc PR A -1 Mg Mg 0.41132(15) 0.10025(5) 0.99036(9) 0.0266(3) Uani 1 1 d . . . N1 N 0.1970(4) 0.11768(12) 0.9904(2) 0.0236(7) Uani 1 1 d . . . N2 N 0.3016(4) 0.08281(12) 0.8624(2) 0.0252(7) Uani 1 1 d . . . N3 N 0.6007(4) 0.05774(13) 0.9924(2) 0.0302(8) Uani 1 1 d . . . N4 N 0.4962(4) 0.09176(13) 1.1223(2) 0.0299(8) Uani 1 1 d . . . O1 O 0.4772(3) 0.17443(11) 0.98090(19) 0.0319(7) Uani 1 1 d . . . H1O H 0.4212 0.2029 0.9764 0.038 Uiso 1 1 d R . . C1 C 0.0630(4) 0.12435(14) 0.9236(3) 0.0241(8) Uani 1 1 d . . . C2 C -0.0565(5) 0.13648(16) 0.9547(3) 0.0274(9) Uani 1 1 d . . . H2 H -0.1609 0.1427 0.9212 0.033 Uiso 1 1 calc R . . C3 C 0.0090(5) 0.13723(16) 1.0400(3) 0.0289(9) Uani 1 1 d . . . H3 H -0.0409 0.1440 1.0780 0.035 Uiso 1 1 calc R . . C4 C 0.1677(5) 0.12596(15) 1.0633(3) 0.0258(8) Uani 1 1 d . . . C5 C 0.2718(5) 0.12237(16) 1.1464(3) 0.0293(9) Uani 1 1 d . . . H5 H 0.2351 0.1316 1.1894 0.035 Uiso 1 1 calc R . . C6 C 0.4251(5) 0.10675(16) 1.1748(3) 0.0309(9) Uani 1 1 d . . . C7 C 0.5259(5) 0.10135(17) 1.2629(3) 0.0354(10) Uani 1 1 d . . . H7 H 0.5038 0.1095 1.3115 0.042 Uiso 1 1 calc R . . C8 C 0.6574(5) 0.08239(18) 1.2619(3) 0.0404(11) Uani 1 1 d . . . H8 H 0.7463 0.0745 1.3103 0.049 Uiso 1 1 calc R . . C9 C 0.6393(5) 0.07626(17) 1.1744(3) 0.0340(10) Uani 1 1 d . . . C10 C 0.7464(5) 0.05503(17) 1.1457(3) 0.0388(11) Uani 1 1 d . . . H10 H 0.8431 0.0469 1.1881 0.047 Uiso 1 1 calc R . . C11 C 0.7276(5) 0.04437(16) 1.0620(3) 0.0329(10) Uani 1 1 d . . . C12 C 0.8302(5) 0.01570(18) 1.0353(3) 0.0422(12) Uani 1 1 d . . . H12 H 0.9261 0.0021 1.0712 0.051 Uiso 1 1 calc R . . C13 C 0.7668(5) 0.01137(17) 0.9502(3) 0.0381(11) Uani 1 1 d . . . H13 H 0.8088 -0.0058 0.9146 0.046 Uiso 1 1 calc R . . C14 C 0.6218(5) 0.03795(16) 0.9234(3) 0.0328(10) Uani 1 1 d . . . C15 C 0.5159(5) 0.04038(16) 0.8402(3) 0.0313(9) Uani 1 1 d . . . H15 H 0.5484 0.0269 0.7977 0.038 Uiso 1 1 calc R . . C16 C 0.3688(5) 0.06002(15) 0.8114(3) 0.0285(9) Uani 1 1 d . . . C17 C 0.2627(5) 0.05755(16) 0.7255(3) 0.0311(9) Uani 1 1 d . . . H17 H 0.2812 0.0434 0.6786 0.037 Uiso 1 1 calc R . . C18 C 0.1317(5) 0.07889(16) 0.7228(3) 0.0293(9) Uani 1 1 d . . . H18 H 0.0406 0.0829 0.6740 0.035 Uiso 1 1 calc R . . C19 C 0.1569(4) 0.09474(15) 0.8100(2) 0.0233(8) Uani 1 1 d . . . C20 C 0.0463(4) 0.11731(15) 0.8377(2) 0.0230(8) Uani 1 1 d . . . P1 P -0.12094(11) 0.13993(4) 0.75231(6) 0.0235(2) Uani 1 1 d . . . C21 C -0.2437(4) 0.08701(16) 0.7000(3) 0.0280(9) Uani 1 1 d . . . C22 C -0.1979(5) 0.03642(16) 0.7249(3) 0.0298(9) Uani 1 1 d . . . H22 H -0.1021 0.0301 0.7693 0.036 Uiso 1 1 calc R . . C23 C -0.2916(6) -0.00464(18) 0.6851(3) 0.0391(11) Uani 1 1 d . . . H23 H -0.2605 -0.0391 0.7023 0.047 Uiso 1 1 calc R . . C24 C -0.4307(6) 0.0048(2) 0.6201(3) 0.0444(12) Uani 1 1 d . . . H24 H -0.4941 -0.0234 0.5924 0.053 Uiso 1 1 calc R . . C25 C -0.4785(6) 0.0542(2) 0.5950(3) 0.0440(12) Uani 1 1 d . . . H25 H -0.5746 0.0601 0.5505 0.053 Uiso 1 1 calc R . . C26 C -0.3863(5) 0.09542(19) 0.6346(3) 0.0370(10) Uani 1 1 d . . . H26 H -0.4197 0.1297 0.6174 0.044 Uiso 1 1 calc R . . C27 C -0.2342(4) 0.18624(16) 0.7814(2) 0.0259(8) Uani 1 1 d . . . C28 C -0.3775(5) 0.17360(19) 0.7810(3) 0.0338(10) Uani 1 1 d . . . H28 H -0.4139 0.1391 0.7700 0.041 Uiso 1 1 calc R . . C29 C -0.4663(5) 0.2116(2) 0.7966(3) 0.0440(12) Uani 1 1 d . . . H29 H -0.5640 0.2035 0.7968 0.053 Uiso 1 1 calc R . . C30 C -0.4111(6) 0.2616(2) 0.8120(3) 0.0492(14) Uani 1 1 d . . . H30 H -0.4735 0.2880 0.8207 0.059 Uiso 1 1 calc R . . C31 C -0.2692(6) 0.27400(19) 0.8150(3) 0.0424(12) Uani 1 1 d . . . H31 H -0.2323 0.3084 0.8273 0.051 Uiso 1 1 calc R . . C32 C -0.1801(5) 0.23634(17) 0.8000(3) 0.0329(10) Uani 1 1 d . . . H32 H -0.0809 0.2447 0.8025 0.039 Uiso 1 1 calc R . . C33 C -0.0579(5) 0.17517(16) 0.6792(3) 0.0274(9) Uani 1 1 d . . . C34 C -0.1449(6) 0.17532(19) 0.5918(3) 0.0411(11) Uani 1 1 d . . . H34 H -0.2376 0.1565 0.5693 0.049 Uiso 1 1 calc R . . C35 C -0.0935(7) 0.2034(2) 0.5387(3) 0.0518(14) Uani 1 1 d . . . H35 H -0.1513 0.2033 0.4792 0.062 Uiso 1 1 calc R . . C36 C 0.0382(7) 0.2313(2) 0.5698(4) 0.0507(14) Uani 1 1 d . . . H36 H 0.0725 0.2498 0.5321 0.061 Uiso 1 1 calc R . . C37 C 0.1212(6) 0.23235(19) 0.6564(3) 0.0438(12) Uani 1 1 d . . . H37 H 0.2109 0.2528 0.6785 0.053 Uiso 1 1 calc R . . C38 C 0.0746(5) 0.20391(17) 0.7111(3) 0.0342(10) Uani 1 1 d . . . H38 H 0.1337 0.2041 0.7705 0.041 Uiso 1 1 calc R . . C39 C 0.6307(5) 0.1927(2) 1.0204(3) 0.0457(12) Uani 1 1 d . . . H39A H 0.6466 0.2212 0.9857 0.055 Uiso 1 1 calc R . . H39B H 0.7014 0.1644 1.0213 0.055 Uiso 1 1 calc R . . C40 C 0.6676(8) 0.2110(2) 1.1060(3) 0.0682(18) Uani 1 1 d . . . H40A H 0.6592 0.1825 1.1419 0.102 Uiso 1 1 calc R . . H40B H 0.5968 0.2386 1.1060 0.102 Uiso 1 1 calc R . . H40C H 0.7721 0.2244 1.1285 0.102 Uiso 1 1 calc R . . P2 P 0.29023(14) 0.31834(5) 0.92198(9) 0.0401(3) Uani 1 1 d . . . F1 F 0.2725(5) 0.25842(14) 0.9407(3) 0.1019(15) Uani 1 1 d . . . F2 F 0.2763(4) 0.3033(2) 0.8289(2) 0.1007(16) Uani 1 1 d . . . F3 F 0.3039(5) 0.37619(15) 0.9005(3) 0.0975(14) Uani 1 1 d . . . F4 F 0.3034(4) 0.33292(17) 1.0137(2) 0.0822(12) Uani 1 1 d . . . F5 F 0.4702(3) 0.31270(17) 0.9547(2) 0.0795(12) Uani 1 1 d . . . F6 F 0.1109(3) 0.32181(13) 0.8891(2) 0.0656(9) 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 C41 0.073(7) 0.055(6) 0.042(6) -0.010(5) 0.009(5) -0.009(6) C42 0.046(6) 0.044(6) 0.039(6) -0.016(5) 0.013(5) -0.022(5) C43 0.041(5) 0.063(6) 0.045(5) -0.005(5) 0.017(4) -0.012(5) C44 0.094(11) 0.088(11) 0.055(9) -0.025(8) 0.005(7) -0.002(8) C45 0.059(6) 0.066(7) 0.045(5) -0.021(5) 0.020(5) -0.004(5) C46 0.058(7) 0.076(9) 0.050(7) -0.010(6) 0.026(6) -0.034(6) C47 0.081(8) 0.075(7) 0.053(8) 0.003(6) 0.014(6) -0.028(7) Mg 0.0243(7) 0.0254(7) 0.0303(7) 0.0037(6) 0.0104(6) 0.0030(6) N1 0.0245(16) 0.0197(16) 0.0252(17) 0.0021(13) 0.0081(14) 0.0010(13) N2 0.0233(16) 0.0224(17) 0.0321(19) 0.0010(14) 0.0127(15) 0.0027(14) N3 0.0231(17) 0.0223(18) 0.044(2) 0.0018(16) 0.0111(16) 0.0008(14) N4 0.0281(18) 0.0292(19) 0.0298(19) 0.0071(15) 0.0080(15) -0.0012(15) O1 0.0283(15) 0.0241(15) 0.0411(18) 0.0027(13) 0.0105(13) -0.0019(12) C1 0.0225(19) 0.0183(19) 0.032(2) 0.0023(16) 0.0112(17) 0.0020(15) C2 0.026(2) 0.032(2) 0.029(2) 0.0036(18) 0.0152(17) 0.0030(17) C3 0.032(2) 0.029(2) 0.031(2) 0.0010(18) 0.0168(18) 0.0042(18) C4 0.033(2) 0.0174(19) 0.026(2) 0.0003(16) 0.0110(17) 0.0008(16) C5 0.034(2) 0.030(2) 0.024(2) -0.0016(17) 0.0114(18) -0.0022(18) C6 0.038(2) 0.022(2) 0.026(2) 0.0040(17) 0.0045(18) -0.0054(18) C7 0.040(3) 0.032(2) 0.025(2) 0.0018(18) 0.0031(19) -0.004(2) C8 0.042(3) 0.035(3) 0.034(3) 0.008(2) 0.002(2) -0.003(2) C9 0.030(2) 0.027(2) 0.037(2) 0.0054(19) 0.0043(19) -0.0032(18) C10 0.030(2) 0.032(2) 0.046(3) 0.012(2) 0.005(2) -0.0004(19) C11 0.024(2) 0.026(2) 0.045(3) 0.0101(19) 0.0086(19) 0.0052(17) C12 0.024(2) 0.034(3) 0.066(4) 0.011(2) 0.014(2) 0.0061(19) C13 0.032(2) 0.028(2) 0.058(3) 0.002(2) 0.021(2) 0.0023(19) C14 0.029(2) 0.022(2) 0.052(3) 0.003(2) 0.020(2) 0.0022(17) C15 0.032(2) 0.029(2) 0.039(2) -0.0005(19) 0.019(2) 0.0006(18) C16 0.031(2) 0.022(2) 0.036(2) 0.0037(18) 0.0177(19) 0.0052(17) C17 0.039(2) 0.029(2) 0.033(2) -0.0007(18) 0.022(2) 0.0032(19) C18 0.033(2) 0.031(2) 0.024(2) 0.0004(17) 0.0120(18) 0.0044(18) C19 0.0247(19) 0.0207(19) 0.025(2) 0.0037(16) 0.0102(16) 0.0040(15) C20 0.0250(19) 0.0217(19) 0.0225(19) -0.0010(15) 0.0091(16) -0.0004(15) P1 0.0230(5) 0.0258(5) 0.0221(5) 0.0000(4) 0.0088(4) 0.0023(4) C21 0.026(2) 0.033(2) 0.027(2) -0.0077(18) 0.0123(17) -0.0029(17) C22 0.028(2) 0.033(2) 0.031(2) 0.0000(18) 0.0143(18) -0.0014(18) C23 0.052(3) 0.034(3) 0.039(3) -0.004(2) 0.026(2) -0.009(2) C24 0.054(3) 0.051(3) 0.030(3) -0.013(2) 0.018(2) -0.024(3) C25 0.040(3) 0.059(3) 0.029(2) -0.005(2) 0.008(2) -0.010(2) C26 0.033(2) 0.045(3) 0.032(2) -0.002(2) 0.0115(19) -0.004(2) C27 0.026(2) 0.028(2) 0.023(2) 0.0035(17) 0.0089(16) 0.0081(17) C28 0.027(2) 0.045(3) 0.028(2) 0.003(2) 0.0083(18) 0.008(2) C29 0.032(2) 0.071(4) 0.032(3) 0.008(2) 0.015(2) 0.017(2) C30 0.059(3) 0.054(3) 0.035(3) 0.012(2) 0.019(2) 0.032(3) C31 0.058(3) 0.039(3) 0.034(3) 0.000(2) 0.022(2) 0.013(2) C32 0.037(2) 0.036(2) 0.027(2) -0.0008(19) 0.0143(19) 0.0053(19) C33 0.029(2) 0.025(2) 0.031(2) 0.0049(17) 0.0146(18) 0.0089(17) C34 0.046(3) 0.045(3) 0.030(2) 0.005(2) 0.012(2) 0.006(2) C35 0.074(4) 0.056(3) 0.029(3) 0.015(2) 0.024(3) 0.016(3) C36 0.069(4) 0.044(3) 0.056(3) 0.020(3) 0.043(3) 0.016(3) C37 0.039(3) 0.041(3) 0.058(3) 0.018(2) 0.026(2) 0.010(2) C38 0.033(2) 0.036(3) 0.034(2) 0.011(2) 0.0143(19) 0.0074(19) C39 0.043(3) 0.039(3) 0.049(3) 0.002(2) 0.010(2) -0.006(2) C40 0.092(5) 0.067(4) 0.043(3) -0.001(3) 0.024(3) -0.033(4) P2 0.0393(7) 0.0408(7) 0.0459(7) -0.0034(6) 0.0225(6) 0.0020(6) F1 0.092(3) 0.044(2) 0.163(4) 0.014(2) 0.041(3) 0.014(2) F2 0.065(2) 0.181(5) 0.062(2) -0.041(3) 0.032(2) -0.014(3) F3 0.099(3) 0.060(2) 0.137(4) 0.028(2) 0.048(3) -0.013(2) F4 0.075(2) 0.127(3) 0.057(2) -0.026(2) 0.0398(19) -0.020(2) F5 0.0393(17) 0.136(4) 0.065(2) -0.020(2) 0.0224(16) 0.006(2) F6 0.0405(17) 0.071(2) 0.085(2) -0.0129(19) 0.0236(17) 0.0005(16) _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 C41 C47 1.388(18) . ? C41 C42 1.3900 . ? C41 C46 1.3900 . ? C42 C43 1.3900 . ? C42 H42 0.9500 . ? C43 C44 1.3900 . ? C43 H43 0.9500 . ? C44 C45 1.3900 . ? C44 H44 0.9500 . ? C45 C46 1.3900 . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? Mg O1 2.044(3) . ? Mg N2 2.073(4) . ? Mg N1 2.081(3) . ? Mg N4 2.085(4) . ? Mg N3 2.095(4) . ? N1 C1 1.356(5) . ? N1 C4 1.384(5) . ? N2 C19 1.358(5) . ? N2 C16 1.386(5) . ? N3 C14 1.361(6) . ? N3 C11 1.374(5) . ? N4 C6 1.361(6) . ? N4 C9 1.369(5) . ? O1 C39 1.433(5) . ? O1 H1O 0.8941 . ? C1 C20 1.418(5) . ? C1 C2 1.454(5) . ? C2 C3 1.342(6) . ? C2 H2 0.9500 . ? C3 C4 1.434(6) . ? C3 H3 0.9500 . ? C4 C5 1.385(5) . ? C5 C6 1.406(6) . ? C5 H5 0.9500 . ? C6 C7 1.445(6) . ? C7 C8 1.346(7) . ? C7 H7 0.9500 . ? C8 C9 1.438(7) . ? C8 H8 0.9500 . ? C9 C10 1.395(7) . ? C10 C11 1.392(7) . ? C10 H10 0.9500 . ? C11 C12 1.426(6) . ? C12 C13 1.343(7) . ? C12 H12 0.9500 . ? C13 C14 1.448(6) . ? C13 H13 0.9500 . ? C14 C15 1.390(6) . ? C15 C16 1.388(6) . ? C15 H15 0.9500 . ? C16 C17 1.426(6) . ? C17 C18 1.344(6) . ? C17 H17 0.9500 . ? C18 C19 1.466(5) . ? C18 H18 0.9500 . ? C19 C20 1.425(5) . ? C20 P1 1.794(4) . ? P1 C27 1.799(4) . ? P1 C21 1.799(4) . ? P1 C33 1.814(4) . ? C21 C22 1.394(6) . ? C21 C26 1.404(6) . ? C22 C23 1.386(6) . ? C22 H22 0.9500 . ? C23 C24 1.384(7) . ? C23 H23 0.9500 . ? C24 C25 1.368(7) . ? C24 H24 0.9500 . ? C25 C26 1.383(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C32 1.386(6) . ? C27 C28 1.394(6) . ? C28 C29 1.385(6) . ? C28 H28 0.9500 . ? C29 C30 1.383(8) . ? C29 H29 0.9500 . ? C30 C31 1.365(7) . ? C30 H30 0.9500 . ? C31 C32 1.375(6) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C38 1.382(6) . ? C33 C34 1.399(6) . ? C34 C35 1.382(7) . ? C34 H34 0.9500 . ? C35 C36 1.363(8) . ? C35 H35 0.9500 . ? C36 C37 1.381(7) . ? C36 H36 0.9500 . ? C37 C38 1.382(6) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.440(7) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? P2 F3 1.558(4) . ? P2 F4 1.561(3) . ? P2 F6 1.578(3) . ? P2 F2 1.584(4) . ? P2 F5 1.588(3) . ? P2 F1 1.605(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 C47 C41 C42 119.4(11) . . ? C47 C41 C46 120.4(11) . . ? C42 C41 C46 120.0 . . ? C43 C42 C41 120.0 . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C44 C43 C42 120.0 . . ? C44 C43 H43 120.0 . . ? C42 C43 H43 120.0 . . ? C43 C44 C45 120.0 . . ? C43 C44 H44 120.0 . . ? C45 C44 H44 120.0 . . ? C46 C45 C44 120.0 . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C45 C46 C41 120.0 . . ? C45 C46 H46 120.0 . . ? C41 C46 H46 120.0 . . ? O1 Mg N2 99.74(14) . . ? O1 Mg N1 97.08(13) . . ? N2 Mg N1 86.85(13) . . ? O1 Mg N4 100.27(14) . . ? N2 Mg N4 159.99(15) . . ? N1 Mg N4 90.14(14) . . ? O1 Mg N3 102.10(13) . . ? N2 Mg N3 89.40(14) . . ? N1 Mg N3 160.81(15) . . ? N4 Mg N3 86.98(15) . . ? C1 N1 C4 106.7(3) . . ? C1 N1 Mg 129.3(3) . . ? C4 N1 Mg 124.1(3) . . ? C19 N2 C16 106.1(3) . . ? C19 N2 Mg 128.2(3) . . ? C16 N2 Mg 125.5(3) . . ? C14 N3 C11 106.2(4) . . ? C14 N3 Mg 126.0(3) . . ? C11 N3 Mg 127.8(3) . . ? C6 N4 C9 106.0(4) . . ? C6 N4 Mg 126.0(3) . . ? C9 N4 Mg 127.6(3) . . ? C39 O1 Mg 124.1(3) . . ? C39 O1 H1O 103.4 . . ? Mg O1 H1O 126.3 . . ? N1 C1 C20 123.2(3) . . ? N1 C1 C2 109.6(3) . . ? C20 C1 C2 127.1(4) . . ? C3 C2 C1 106.8(4) . . ? C3 C2 H2 126.6 . . ? C1 C2 H2 126.6 . . ? C2 C3 C4 107.6(4) . . ? C2 C3 H3 126.2 . . ? C4 C3 H3 126.2 . . ? N1 C4 C5 126.5(4) . . ? N1 C4 C3 109.2(3) . . ? C5 C4 C3 124.3(4) . . ? C4 C5 C6 127.8(4) . . ? C4 C5 H5 116.1 . . ? C6 C5 H5 116.1 . . ? N4 C6 C5 124.1(4) . . ? N4 C6 C7 110.7(4) . . ? C5 C6 C7 125.1(4) . . ? C8 C7 C6 105.9(4) . . ? C8 C7 H7 127.0 . . ? C6 C7 H7 127.0 . . ? C7 C8 C9 107.7(4) . . ? C7 C8 H8 126.2 . . ? C9 C8 H8 126.2 . . ? N4 C9 C10 124.3(4) . . ? N4 C9 C8 109.7(4) . . ? C10 C9 C8 125.9(4) . . ? C11 C10 C9 127.3(4) . . ? C11 C10 H10 116.3 . . ? C9 C10 H10 116.3 . . ? N3 C11 C10 124.1(4) . . ? N3 C11 C12 109.8(4) . . ? C10 C11 C12 126.1(4) . . ? C13 C12 C11 107.7(4) . . ? C13 C12 H12 126.2 . . ? C11 C12 H12 126.2 . . ? C12 C13 C14 106.5(4) . . ? C12 C13 H13 126.8 . . ? C14 C13 H13 126.8 . . ? N3 C14 C15 125.0(4) . . ? N3 C14 C13 109.8(4) . . ? C15 C14 C13 125.1(4) . . ? C16 C15 C14 128.1(4) . . ? C16 C15 H15 116.0 . . ? C14 C15 H15 116.0 . . ? N2 C16 C15 125.0(4) . . ? N2 C16 C17 110.2(3) . . ? C15 C16 C17 124.7(4) . . ? C18 C17 C16 107.5(4) . . ? C18 C17 H17 126.2 . . ? C16 C17 H17 126.2 . . ? C17 C18 C19 106.6(4) . . ? C17 C18 H18 126.7 . . ? C19 C18 H18 126.7 . . ? N2 C19 C20 124.3(4) . . ? N2 C19 C18 109.6(3) . . ? C20 C19 C18 126.0(3) . . ? C1 C20 C19 125.6(3) . . ? C1 C20 P1 120.6(3) . . ? C19 C20 P1 113.7(3) . . ? C20 P1 C27 115.63(18) . . ? C20 P1 C21 111.05(19) . . ? C27 P1 C21 107.55(19) . . ? C20 P1 C33 107.31(18) . . ? C27 P1 C33 103.77(18) . . ? C21 P1 C33 111.3(2) . . ? C22 C21 C26 118.8(4) . . ? C22 C21 P1 119.8(3) . . ? C26 C21 P1 121.4(3) . . ? C23 C22 C21 120.3(4) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C24 C23 C22 119.6(5) . . ? C24 C23 H23 120.2 . . ? C22 C23 H23 120.2 . . ? C25 C24 C23 121.1(4) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C24 C25 C26 119.7(5) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C21 120.4(5) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? C32 C27 C28 119.8(4) . . ? C32 C27 P1 118.6(3) . . ? C28 C27 P1 121.6(3) . . ? C29 C28 C27 119.6(5) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C30 C29 C28 119.1(5) . . ? C30 C29 H29 120.4 . . ? C28 C29 H29 120.4 . . ? C31 C30 C29 121.6(5) . . ? C31 C30 H30 119.2 . . ? C29 C30 H30 119.2 . . ? C30 C31 C32 119.5(5) . . ? C30 C31 H31 120.3 . . ? C32 C31 H31 120.3 . . ? C31 C32 C27 120.4(4) . . ? C31 C32 H32 119.8 . . ? C27 C32 H32 119.8 . . ? C38 C33 C34 119.8(4) . . ? C38 C33 P1 119.3(3) . . ? C34 C33 P1 120.9(3) . . ? C35 C34 C33 118.8(5) . . ? C35 C34 H34 120.6 . . ? C33 C34 H34 120.6 . . ? C36 C35 C34 121.6(5) . . ? C36 C35 H35 119.2 . . ? C34 C35 H35 119.2 . . ? C35 C36 C37 119.5(5) . . ? C35 C36 H36 120.3 . . ? C37 C36 H36 120.3 . . ? C36 C37 C38 120.4(5) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C37 C38 C33 119.9(4) . . ? C37 C38 H38 120.1 . . ? C33 C38 H38 120.1 . . ? O1 C39 C40 113.4(5) . . ? O1 C39 H39A 108.9 . . ? C40 C39 H39A 108.9 . . ? O1 C39 H39B 108.9 . . ? C40 C39 H39B 108.9 . . ? H39A C39 H39B 107.7 . . ? 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 . . ? F3 P2 F4 91.1(3) . . ? F3 P2 F6 92.1(2) . . ? F4 P2 F6 90.5(2) . . ? F3 P2 F2 89.2(3) . . ? F4 P2 F2 179.7(3) . . ? F6 P2 F2 89.4(2) . . ? F3 P2 F5 89.8(2) . . ? F4 P2 F5 90.2(2) . . ? F6 P2 F5 178.0(2) . . ? F2 P2 F5 89.96(19) . . ? F3 P2 F1 178.0(3) . . ? F4 P2 F1 90.6(3) . . ? F6 P2 F1 86.9(2) . . ? F2 P2 F1 89.1(3) . . ? F5 P2 F1 91.2(2) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.687 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.081