# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_pn362 _database_code_depnum_ccdc_archive 'CCDC 893825' _audit_update_record ; 26-July-12 created by MS ; _chemical_name_common '[ReO(tmen)(rac-Glyc1P2,3H-2PH-kO2,3,P)].2H2O' _chemical_compound_source ; 418 mg trans-[ReOCl3(PPh3)2] (0.5 mmol), 0.0750 ml tmen (0.5 mmol), 108 mg Na2-rac-Glyc1PxxH2O (0.5 mmol) and 0.1386 ml NEt3 (1.0 mmol) in 250 ml methanol were stirred at RT for 48 hours. After removing the solvent the blue residue was solved in 40 ml acetone. After removing colourless crystals by filtration blue crystals of [ReO(tmen)(rac-Glyc1P2,3H-2PH+1-kO2,3,P)] . 2 H2O formed within 5 hours at RT. ; _exptl_crystal_description platelet _exptl_crystal_colour blue _exptl_crystal_size_max 0.13 #?# in millimeters _exptl_crystal_size_mid 0.10 #?# in millimeters _exptl_crystal_size_min 0.03 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? _audit_author_name 'Mayer, P.' #?# X-ray operator _audit_creation_date ; 03-Nov-11 ; _diffrn_ambient_temperature 173(2) #?# in K _diffrn_source_type 'FR 591 generator' _diffrn_source_power 3.025 #?# in kW _diffrn_source_voltage 55.00 #?# in kV _diffrn_source_current 55.00 #?# in mA _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'MONTEL, graded multilayered X-ray optics' _diffrn_radiation_collimation 0.20 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_special_details ? _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_orient_matrix_UB_11 -0.0383383 _diffrn_orient_matrix_UB_12 0.1140995 _diffrn_orient_matrix_UB_13 -0.0096616 _diffrn_orient_matrix_UB_21 0.0463596 _diffrn_orient_matrix_UB_22 0.0508877 _diffrn_orient_matrix_UB_23 -0.0275570 _diffrn_orient_matrix_UB_31 -0.0463286 _diffrn_orient_matrix_UB_32 -0.0434990 _diffrn_orient_matrix_UB_33 -0.0575806 loop_ _reflns_scale_group_code _reflns_scale_meas_F 1 1.0 _cell_length_a 14.1114(5) _cell_length_b 7.5592(5) _cell_length_c 16.5961(5) _cell_angle_alpha 90.0000 _cell_angle_beta 111.0465(5) _cell_angle_gamma 90.0000 _cell_volume 1652.22(13) _cell_measurement_temperature 173(2) #?# in K _cell_measurement_reflns_used 6860 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 27.485 _cell_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 2 0 -1 0.040000 -2 0 1 0.055000 -4 -5 2 0.045000 -6 5 2 0.056000 1 0 -2 0.015000 -1 0 2 0.009000 3 0 1 0.050000 -3 0 -1 0.073000 _exptl_absorpt_coefficient_mu 7.496 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.411 _exptl_absorpt_correction_T_max 0.799 _exptl_absorpt_process_details ; Sheldrick, G.M. SADABS. Version 2. Multi-Scan Absorption Correction Program. University of G\"ottingen, Germany, 2001. \m \\times r = xxx, Tmin/Tmax = yyy ; _diffrn_reflns_number 27719 #xl _diffrn_reflns_av_R_equivalents 0.0501 #xl _diffrn_reflns_av_sigmaI/netI 0.0330 #xl _diffrn_reflns_limit_h_min -18 #xl _diffrn_reflns_limit_h_max 18 #xl _diffrn_reflns_limit_k_min -9 #xl _diffrn_reflns_limit_k_max 9 #xl _diffrn_reflns_limit_l_min -18 #xl _diffrn_reflns_limit_l_max 21 #xl _diffrn_reflns_theta_min 3.15 #xl _diffrn_reflns_theta_max 27.61 #xl _diffrn_measured_fraction_theta_max 0.991 #xl _diffrn_reflns_theta_full 27.61 #xl _diffrn_measured_fraction_theta_full 0.991 #xl _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 3808 #xl _reflns_number_gt 3372 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0029P)^2^+6.6091P] where P=(Fo^2^+2Fc^2^)/3' #xl _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 3808 #xl _refine_ls_number_parameters 220 #xl _refine_ls_number_restraints 6 #xl _refine_ls_R_factor_all 0.0333 #xl _refine_ls_R_factor_gt 0.0267 #xl _refine_ls_wR_factor_ref 0.0549 #xl _refine_ls_wR_factor_gt 0.0529 #xl _refine_ls_goodness_of_fit_ref 1.089 #xl _refine_ls_restrained_S_all 1.089 #xl _refine_ls_shift/su_max 0.001 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 1.834 #xl _refine_diff_density_min -1.116 #xl _refine_diff_density_rms 0.143 #xl _refine_special_details ; riding with U(H)=1.2*U(C) for CH2 and CH, 1.5*U(C) for CH3 C-bonded H: constr O-bonded H: O-H fixed to 0.83 \%A, H...H fixed to 1.31 \%A O-bonded H: constr disorder: C atoms of the ligand tmen (C4,C5,C6,C7,C8,C9) are disorderd and splitted ; _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ? _computing_publication_material ? 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 Re1 Re 0.810605(11) 0.16084(2) 0.100112(10) 0.01725(6) Uani 1 1 d . A . P1 P 0.70410(8) -0.00378(15) -0.10034(7) 0.0200(2) Uani 1 1 d . . . O1 O 0.7726(2) 0.1367(4) -0.12529(19) 0.0279(7) Uani 1 1 d . . . O2 O 0.9207(2) 0.0993(4) 0.06121(19) 0.0236(6) Uani 1 1 d . . . O3 O 0.7970(2) 0.3608(4) 0.02218(19) 0.0227(6) Uani 1 1 d . . . O4 O 0.7204(2) 0.0148(4) -0.00462(17) 0.0203(6) Uani 1 1 d . . . O5 O 0.7462(2) -0.1869(4) -0.1146(2) 0.0298(7) Uani 1 1 d . . . H85 H 0.7106 -0.2678 -0.1053 0.045 Uiso 1 1 calc R . . O6 O 0.5977(2) 0.0269(4) -0.15852(19) 0.0253(7) Uani 1 1 d . . . O7 O 0.8648(2) 0.2575(4) 0.1969(2) 0.0302(7) Uani 1 1 d . . . N1 N 0.8113(3) -0.0946(5) 0.1675(2) 0.0233(8) Uani 1 1 d . . . N2 N 0.6612(3) 0.1881(5) 0.1157(2) 0.0253(8) Uani 1 1 d . . . C1 C 0.8813(3) 0.1280(7) -0.0940(3) 0.0312(11) Uani 1 1 d . . . H1A H 0.9060 0.1882 -0.1356 0.037 Uiso 1 1 calc R . . H1B H 0.9024 0.0025 -0.0907 0.037 Uiso 1 1 calc R . . C2 C 0.9314(3) 0.2138(6) -0.0045(3) 0.0285(10) Uani 1 1 d . . . H2 H 1.0053 0.2303 0.0068 0.034 Uiso 1 1 calc R . . C3 C 0.8859(3) 0.3905(7) 0.0018(3) 0.0315(11) Uani 1 1 d . . . H3A H 0.9354 0.4629 0.0474 0.038 Uiso 1 1 calc R . . H3B H 0.8679 0.4545 -0.0538 0.038 Uiso 1 1 calc R . . C41 C 0.8435(9) -0.2504(12) 0.1254(6) 0.025(2) Uiso 0.564(15) 1 d P A 1 H41A H 0.7981 -0.2598 0.0650 0.038 Uiso 0.564(15) 1 calc PR A 1 H41B H 0.8397 -0.3595 0.1561 0.038 Uiso 0.564(15) 1 calc PR A 1 H41C H 0.9133 -0.2326 0.1281 0.038 Uiso 0.564(15) 1 calc PR A 1 C51 C 0.8822(8) -0.0986(14) 0.2577(7) 0.032(2) Uiso 0.564(15) 1 d P A 1 H51A H 0.8665 -0.0010 0.2898 0.049 Uiso 0.564(15) 1 calc PR A 1 H51B H 0.9520 -0.0861 0.2593 0.049 Uiso 0.564(15) 1 calc PR A 1 H51C H 0.8753 -0.2114 0.2842 0.049 Uiso 0.564(15) 1 calc PR A 1 C61 C 0.7035(12) -0.123(2) 0.1625(9) 0.031(3) Uani 0.564(15) 1 d P A 1 H61A H 0.7011 -0.2173 0.2031 0.037 Uiso 0.564(15) 1 calc PR A 1 H61B H 0.6603 -0.1592 0.1033 0.037 Uiso 0.564(15) 1 calc PR A 1 C71 C 0.6652(7) 0.0499(13) 0.1859(8) 0.028(2) Uani 0.564(15) 1 d P A 1 H71A H 0.7114 0.0910 0.2432 0.034 Uiso 0.564(15) 1 calc PR A 1 H71B H 0.5967 0.0333 0.1884 0.034 Uiso 0.564(15) 1 calc PR A 1 C81 C 0.5732(7) 0.1700(16) 0.0432(6) 0.030(2) Uiso 0.564(15) 1 d P A 1 H81A H 0.5717 0.2617 0.0009 0.045 Uiso 0.564(15) 1 calc PR A 1 H81B H 0.5137 0.1825 0.0600 0.045 Uiso 0.564(15) 1 calc PR A 1 H81C H 0.5724 0.0530 0.0174 0.045 Uiso 0.564(15) 1 calc PR A 1 C91 C 0.6587(6) 0.3715(13) 0.1570(6) 0.024(2) Uiso 0.564(15) 1 d P A 1 H91A H 0.7197 0.3856 0.2088 0.036 Uiso 0.564(15) 1 calc PR A 1 H91B H 0.5982 0.3796 0.1727 0.036 Uiso 0.564(15) 1 calc PR A 1 H91C H 0.6566 0.4649 0.1154 0.036 Uiso 0.564(15) 1 calc PR A 1 C42 C 0.8052(12) -0.2543(17) 0.1142(8) 0.031(3) Uiso 0.436(15) 1 d P A 2 H42A H 0.7426 -0.2505 0.0632 0.047 Uiso 0.436(15) 1 calc PR A 2 H42B H 0.8050 -0.3602 0.1482 0.047 Uiso 0.436(15) 1 calc PR A 2 H42C H 0.8640 -0.2580 0.0959 0.047 Uiso 0.436(15) 1 calc PR A 2 C52 C 0.9070(11) -0.1060(19) 0.2443(9) 0.036(3) Uiso 0.436(15) 1 d P A 2 H52A H 0.9124 -0.0027 0.2814 0.054 Uiso 0.436(15) 1 calc PR A 2 H52B H 0.9653 -0.1088 0.2253 0.054 Uiso 0.436(15) 1 calc PR A 2 H52C H 0.9064 -0.2140 0.2767 0.054 Uiso 0.436(15) 1 calc PR A 2 C62 C 0.7225(16) -0.084(3) 0.1966(12) 0.036(5) Uani 0.436(15) 1 d P A 2 H62A H 0.7040 -0.2053 0.2082 0.043 Uiso 0.436(15) 1 calc PR A 2 H62B H 0.7430 -0.0172 0.2515 0.043 Uiso 0.436(15) 1 calc PR A 2 C72 C 0.6320(10) 0.0019(18) 0.1329(11) 0.033(4) Uani 0.436(15) 1 d P A 2 H72A H 0.5763 0.0070 0.1559 0.039 Uiso 0.436(15) 1 calc PR A 2 H72B H 0.6082 -0.0671 0.0786 0.039 Uiso 0.436(15) 1 calc PR A 2 C82 C 0.5705(7) 0.2362(17) 0.0272(7) 0.017(2) Uiso 0.436(15) 1 d P A 2 H82A H 0.5677 0.1480 -0.0169 0.026 Uiso 0.436(15) 1 calc PR A 2 H82B H 0.5824 0.3535 0.0075 0.026 Uiso 0.436(15) 1 calc PR A 2 H82C H 0.5059 0.2366 0.0369 0.026 Uiso 0.436(15) 1 calc PR A 2 C92 C 0.6511(9) 0.3124(19) 0.1744(8) 0.031(3) Uiso 0.436(15) 1 d P A 2 H92A H 0.6695 0.4299 0.1597 0.046 Uiso 0.436(15) 1 calc PR A 2 H92B H 0.6962 0.2806 0.2329 0.046 Uiso 0.436(15) 1 calc PR A 2 H92C H 0.5807 0.3140 0.1718 0.046 Uiso 0.436(15) 1 calc PR A 2 O91 O 0.3514(3) 0.4388(5) 0.0816(3) 0.0463(10) Uani 1 1 d D . . H911 H 0.3992 0.5080 0.1172 0.070 Uiso 1 1 d RD . . H912 H 0.3037 0.5032 0.0483 0.070 Uiso 1 1 d RD . . O92 O 0.5008(3) 0.1478(5) 0.3134(2) 0.0344(8) Uani 1 1 d D . . H921 H 0.529(4) 0.248(6) 0.314(4) 0.052 Uiso 1 1 d D . . H922 H 0.473(4) 0.118(7) 0.265(3) 0.052 Uiso 1 1 d 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 Re1 0.01640(9) 0.01919(9) 0.01737(9) -0.00126(7) 0.00752(6) -0.00291(6) P1 0.0218(5) 0.0212(6) 0.0178(5) -0.0026(4) 0.0081(4) -0.0004(4) O1 0.0266(16) 0.0371(19) 0.0222(16) -0.0001(14) 0.0113(13) -0.0034(14) O2 0.0222(15) 0.0252(16) 0.0277(17) 0.0047(13) 0.0144(13) 0.0011(12) O3 0.0196(14) 0.0239(16) 0.0251(16) 0.0027(13) 0.0087(12) -0.0018(12) O4 0.0232(14) 0.0228(16) 0.0167(14) -0.0043(12) 0.0093(12) -0.0060(12) O5 0.0341(17) 0.0265(18) 0.0321(18) -0.0048(14) 0.0160(15) 0.0067(14) O6 0.0239(15) 0.0261(17) 0.0208(15) 0.0007(13) 0.0020(12) 0.0025(13) O7 0.0336(17) 0.0342(19) 0.0248(17) -0.0059(14) 0.0130(14) -0.0098(14) N1 0.0228(18) 0.0250(19) 0.0240(19) 0.0073(16) 0.0106(16) 0.0011(15) N2 0.0237(18) 0.025(2) 0.033(2) 0.0008(17) 0.0179(17) 0.0019(15) C1 0.028(2) 0.045(3) 0.026(2) 0.007(2) 0.015(2) 0.005(2) C2 0.023(2) 0.036(3) 0.033(3) 0.010(2) 0.017(2) 0.0015(19) C3 0.024(2) 0.034(3) 0.037(3) 0.012(2) 0.012(2) -0.002(2) C61 0.025(7) 0.035(7) 0.035(8) 0.010(7) 0.015(7) -0.006(5) C71 0.017(4) 0.043(6) 0.029(6) 0.005(4) 0.015(4) -0.003(4) C62 0.024(9) 0.059(14) 0.026(10) 0.023(9) 0.010(9) -0.003(8) C72 0.023(6) 0.040(7) 0.044(9) 0.017(7) 0.024(7) 0.005(5) O91 0.036(2) 0.0238(19) 0.063(3) 0.0043(18) -0.0013(18) 0.0016(15) O92 0.0372(19) 0.0306(19) 0.0279(18) 0.0018(16) 0.0024(15) -0.0080(16) 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 Re1 O7 1.678(3) . ? Re1 O2 1.940(3) . ? Re1 O3 1.954(3) . ? Re1 O4 2.067(3) . ? Re1 N2 2.224(3) . ? Re1 N1 2.230(4) . ? P1 O6 1.483(3) . ? P1 O4 1.528(3) . ? P1 O5 1.557(3) . ? P1 O1 1.587(3) . ? O1 C1 1.434(5) . ? O2 C2 1.442(5) . ? O3 C3 1.431(5) . ? O5 H85 0.8400 . ? N1 C51 1.473(10) . ? N1 C42 1.481(13) . ? N1 C52 1.490(14) . ? N1 C62 1.50(2) . ? N1 C61 1.510(16) . ? N1 C41 1.519(9) . ? N2 C81 1.391(10) . ? N2 C92 1.397(12) . ? N2 C72 1.523(13) . ? N2 C71 1.551(10) . ? N2 C91 1.552(9) . ? N2 C82 1.606(11) . ? C1 C2 1.540(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.501(7) . ? C2 H2 1.0000 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C61 C71 1.52(2) . ? C61 H61A 0.9900 . ? C61 H61B 0.9900 . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C91 H91A 0.9800 . ? C91 H91B 0.9800 . ? C91 H91C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C62 C72 1.48(3) . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? O91 H911 0.8899 . ? O91 H912 0.8533 . ? O92 H921 0.85(4) . ? O92 H922 0.79(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 O7 Re1 O2 106.18(14) . . ? O7 Re1 O3 101.51(14) . . ? O2 Re1 O3 82.28(12) . . ? O7 Re1 O4 165.65(13) . . ? O2 Re1 O4 85.25(12) . . ? O3 Re1 O4 88.40(12) . . ? O7 Re1 N2 88.49(14) . . ? O2 Re1 N2 165.10(14) . . ? O3 Re1 N2 97.64(13) . . ? O4 Re1 N2 79.85(12) . . ? O7 Re1 N1 88.77(15) . . ? O2 Re1 N1 95.69(12) . . ? O3 Re1 N1 169.70(13) . . ? O4 Re1 N1 81.35(13) . . ? N2 Re1 N1 81.71(13) . . ? O6 P1 O4 113.69(17) . . ? O6 P1 O5 113.09(18) . . ? O4 P1 O5 108.43(17) . . ? O6 P1 O1 107.13(17) . . ? O4 P1 O1 109.36(16) . . ? O5 P1 O1 104.71(17) . . ? C1 O1 P1 123.2(3) . . ? C2 O2 Re1 114.9(2) . . ? C3 O3 Re1 113.1(3) . . ? P1 O4 Re1 137.78(17) . . ? P1 O5 H85 109.5 . . ? C51 N1 C42 117.6(7) . . ? C51 N1 C52 18.7(6) . . ? C42 N1 C52 107.7(8) . . ? C51 N1 C62 90.8(8) . . ? C42 N1 C62 111.1(10) . . ? C52 N1 C62 109.5(9) . . ? C51 N1 C61 110.9(7) . . ? C42 N1 C61 90.6(8) . . ? C52 N1 C61 128.7(8) . . ? C62 N1 C61 23.3(7) . . ? C51 N1 C41 104.2(6) . . ? C42 N1 C41 19.3(5) . . ? C52 N1 C41 91.2(7) . . ? C62 N1 C41 127.7(10) . . ? C61 N1 C41 109.0(7) . . ? C51 N1 Re1 114.0(5) . . ? C42 N1 Re1 114.7(5) . . ? C52 N1 Re1 108.6(6) . . ? C62 N1 Re1 105.2(9) . . ? C61 N1 Re1 105.8(7) . . ? C41 N1 Re1 112.9(4) . . ? C81 N2 C92 112.8(7) . . ? C81 N2 C72 81.6(7) . . ? C92 N2 C72 112.9(8) . . ? C81 N2 C71 111.4(6) . . ? C92 N2 C71 85.1(7) . . ? C72 N2 C71 34.5(6) . . ? C81 N2 C91 108.4(6) . . ? C92 N2 C91 21.2(6) . . ? C72 N2 C91 133.8(7) . . ? C71 N2 C91 105.7(6) . . ? C81 N2 C82 20.0(5) . . ? C92 N2 C82 103.8(7) . . ? C72 N2 C82 101.6(7) . . ? C71 N2 C82 129.9(6) . . ? C91 N2 C82 93.7(5) . . ? C81 N2 Re1 118.6(4) . . ? C92 N2 Re1 118.8(6) . . ? C72 N2 Re1 105.5(4) . . ? C71 N2 Re1 104.2(3) . . ? C91 N2 Re1 107.9(4) . . ? C82 N2 Re1 113.1(4) . . ? O1 C1 C2 113.0(4) . . ? O1 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? O1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? O2 C2 C3 108.5(4) . . ? O2 C2 C1 109.9(4) . . ? C3 C2 C1 112.5(4) . . ? O2 C2 H2 108.6 . . ? C3 C2 H2 108.6 . . ? C1 C2 H2 108.6 . . ? O3 C3 C2 108.1(4) . . ? O3 C3 H3A 110.1 . . ? C2 C3 H3A 110.1 . . ? O3 C3 H3B 110.1 . . ? C2 C3 H3B 110.1 . . ? H3A C3 H3B 108.4 . . ? N1 C41 H41A 109.5 . . ? N1 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N1 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N1 C51 H51A 109.5 . . ? N1 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N1 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N1 C61 C71 108.0(10) . . ? N1 C61 H61A 110.1 . . ? C71 C61 H61A 110.1 . . ? N1 C61 H61B 110.1 . . ? C71 C61 H61B 110.1 . . ? H61A C61 H61B 108.4 . . ? C61 C71 N2 107.9(9) . . ? C61 C71 H71A 110.1 . . ? N2 C71 H71A 110.1 . . ? C61 C71 H71B 110.1 . . ? N2 C71 H71B 110.1 . . ? H71A C71 H71B 108.4 . . ? N2 C81 H81A 109.5 . . ? N2 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? N2 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? N2 C91 H91A 109.5 . . ? N2 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? N2 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? N1 C42 H42A 109.5 . . ? N1 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N1 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N1 C52 H52A 109.5 . . ? N1 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? N1 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C72 C62 N1 113.5(13) . . ? C72 C62 H62A 108.9 . . ? N1 C62 H62A 108.9 . . ? C72 C62 H62B 108.9 . . ? N1 C62 H62B 108.9 . . ? H62A C62 H62B 107.7 . . ? C62 C72 N2 108.5(14) . . ? C62 C72 H72A 110.0 . . ? N2 C72 H72A 110.0 . . ? C62 C72 H72B 110.0 . . ? N2 C72 H72B 110.0 . . ? H72A C72 H72B 108.4 . . ? N2 C82 H82A 109.5 . . ? N2 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? N2 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? N2 C92 H92A 109.5 . . ? N2 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? N2 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? H911 O91 H912 109.2 . . ? H921 O92 H922 109(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 P1 O1 C1 -168.4(3) . . . . ? O4 P1 O1 C1 68.0(4) . . . . ? O5 P1 O1 C1 -48.0(4) . . . . ? O7 Re1 O2 C2 -103.9(3) . . . . ? O3 Re1 O2 C2 -4.1(3) . . . . ? O4 Re1 O2 C2 84.9(3) . . . . ? N2 Re1 O2 C2 86.6(6) . . . . ? N1 Re1 O2 C2 165.7(3) . . . . ? O7 Re1 O3 C3 86.4(3) . . . . ? O2 Re1 O3 C3 -18.6(3) . . . . ? O4 Re1 O3 C3 -104.1(3) . . . . ? N2 Re1 O3 C3 176.4(3) . . . . ? N1 Re1 O3 C3 -97.9(7) . . . . ? O6 P1 O4 Re1 -123.6(3) . . . . ? O5 P1 O4 Re1 109.7(3) . . . . ? O1 P1 O4 Re1 -3.9(3) . . . . ? O7 Re1 O4 P1 170.8(5) . . . . ? O2 Re1 O4 P1 -45.7(3) . . . . ? O3 Re1 O4 P1 36.6(3) . . . . ? N2 Re1 O4 P1 134.7(3) . . . . ? N1 Re1 O4 P1 -142.2(3) . . . . ? O7 Re1 N1 C51 -18.6(6) . . . . ? O2 Re1 N1 C51 87.5(6) . . . . ? O3 Re1 N1 C51 165.6(7) . . . . ? O4 Re1 N1 C51 171.8(6) . . . . ? N2 Re1 N1 C51 -107.3(6) . . . . ? O7 Re1 N1 C42 -158.4(7) . . . . ? O2 Re1 N1 C42 -52.2(7) . . . . ? O3 Re1 N1 C42 25.8(10) . . . . ? O4 Re1 N1 C42 32.1(7) . . . . ? N2 Re1 N1 C42 113.0(7) . . . . ? O7 Re1 N1 C52 -37.8(7) . . . . ? O2 Re1 N1 C52 68.3(7) . . . . ? O3 Re1 N1 C52 146.4(9) . . . . ? O4 Re1 N1 C52 152.6(7) . . . . ? N2 Re1 N1 C52 -126.5(7) . . . . ? O7 Re1 N1 C62 79.3(8) . . . . ? O2 Re1 N1 C62 -174.6(8) . . . . ? O3 Re1 N1 C62 -96.5(10) . . . . ? O4 Re1 N1 C62 -90.3(8) . . . . ? N2 Re1 N1 C62 -9.4(8) . . . . ? O7 Re1 N1 C61 103.5(6) . . . . ? O2 Re1 N1 C61 -150.4(6) . . . . ? O3 Re1 N1 C61 -72.3(9) . . . . ? O4 Re1 N1 C61 -66.1(6) . . . . ? N2 Re1 N1 C61 14.8(6) . . . . ? O7 Re1 N1 C41 -137.3(5) . . . . ? O2 Re1 N1 C41 -31.2(5) . . . . ? O3 Re1 N1 C41 46.9(9) . . . . ? O4 Re1 N1 C41 53.1(5) . . . . ? N2 Re1 N1 C41 134.0(5) . . . . ? O7 Re1 N2 C81 163.6(6) . . . . ? O2 Re1 N2 C81 -26.5(9) . . . . ? O3 Re1 N2 C81 62.2(6) . . . . ? O4 Re1 N2 C81 -24.8(6) . . . . ? N1 Re1 N2 C81 -107.4(6) . . . . ? O7 Re1 N2 C92 20.2(8) . . . . ? O2 Re1 N2 C92 -169.9(8) . . . . ? O3 Re1 N2 C92 -81.2(8) . . . . ? O4 Re1 N2 C92 -168.2(8) . . . . ? N1 Re1 N2 C92 109.2(8) . . . . ? O7 Re1 N2 C72 -107.6(7) . . . . ? O2 Re1 N2 C72 62.3(9) . . . . ? O3 Re1 N2 C72 151.0(7) . . . . ? O4 Re1 N2 C72 64.0(7) . . . . ? N1 Re1 N2 C72 -18.6(7) . . . . ? O7 Re1 N2 C71 -71.9(5) . . . . ? O2 Re1 N2 C71 98.0(7) . . . . ? O3 Re1 N2 C71 -173.3(5) . . . . ? O4 Re1 N2 C71 99.7(5) . . . . ? N1 Re1 N2 C71 17.1(5) . . . . ? O7 Re1 N2 C91 40.1(5) . . . . ? O2 Re1 N2 C91 -150.0(6) . . . . ? O3 Re1 N2 C91 -61.3(4) . . . . ? O4 Re1 N2 C91 -148.3(5) . . . . ? N1 Re1 N2 C91 129.0(5) . . . . ? O7 Re1 N2 C82 142.2(5) . . . . ? O2 Re1 N2 C82 -47.9(8) . . . . ? O3 Re1 N2 C82 40.8(5) . . . . ? O4 Re1 N2 C82 -46.2(5) . . . . ? N1 Re1 N2 C82 -128.8(5) . . . . ? P1 O1 C1 C2 -84.6(5) . . . . ? Re1 O2 C2 C3 24.4(4) . . . . ? Re1 O2 C2 C1 -99.0(3) . . . . ? O1 C1 C2 O2 75.2(5) . . . . ? O1 C1 C2 C3 -45.8(5) . . . . ? Re1 O3 C3 C2 36.1(4) . . . . ? O2 C2 C3 O3 -37.9(5) . . . . ? C1 C2 C3 O3 83.9(4) . . . . ? C51 N1 C61 C71 78.4(12) . . . . ? C42 N1 C61 C71 -161.6(12) . . . . ? C52 N1 C61 C71 84.9(15) . . . . ? C62 N1 C61 C71 46(3) . . . . ? C41 N1 C61 C71 -167.4(10) . . . . ? Re1 N1 C61 C71 -45.7(11) . . . . ? N1 C61 C71 N2 64.8(12) . . . . ? C81 N2 C71 C61 81.6(10) . . . . ? C92 N2 C71 C61 -165.8(10) . . . . ? C72 N2 C71 C61 49.5(11) . . . . ? C91 N2 C71 C61 -160.9(9) . . . . ? C82 N2 C71 C61 90.3(10) . . . . ? Re1 N2 C71 C61 -47.4(10) . . . . ? C51 N1 C62 C72 154.1(18) . . . . ? C42 N1 C62 C72 -86(2) . . . . ? C52 N1 C62 C72 155.4(16) . . . . ? C61 N1 C62 C72 -56(3) . . . . ? C41 N1 C62 C72 -97(2) . . . . ? Re1 N1 C62 C72 38.9(19) . . . . ? N1 C62 C72 N2 -59(2) . . . . ? C81 N2 C72 C62 161.9(14) . . . . ? C92 N2 C72 C62 -86.8(14) . . . . ? C71 N2 C72 C62 -48.1(14) . . . . ? C91 N2 C72 C62 -90.6(13) . . . . ? C82 N2 C72 C62 162.7(13) . . . . ? Re1 N2 C72 C62 44.5(15) . . . . ? 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_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O5 H85 O91 0.84 1.68 2.522(5) 175.0 3_655 ? O91 H911 O92 0.89 1.81 2.697(5) 177.7 2_655 ? O91 H912 O3 0.85 1.80 2.656(5) 179.9 3_665 ? O92 H921 O6 0.85(4) 1.94(4) 2.771(5) 168(5) 4_566 ? O92 H922 O6 0.79(4) 2.01(4) 2.778(5) 163(6) 3_655 ? _geom_special_details ? _audit_block_code Re_tmen_Glyc1P_pn362_Steinborn _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ? _chemical_formula_moiety 'C9 H22 N2 O7 P Re, 2(H2 O)' _chemical_formula_sum 'C9 H26 N2 O9 P Re' _chemical_formula_weight 523.492 _chemical_melting_point ? #?# in K! _chemical_absolute_configuration rm _cell_formula_units_Z 4 #?# adjust to _chemical_formula_[] _exptl_crystal_density_diffrn 2.10454(17) _exptl_crystal_F_000 1024 data_po139 _database_code_depnum_ccdc_archive 'CCDC 893826' #TrackingRef '12871_web_deposit_cif_file_0_MartinSteinborn_1343293136.pn362po139.cif' _audit_update_record '26-July-12 created by MS' _chemical_name_common '[ReO(phen)(rac-Glyc2,3H-21PH-kO2,3,P)].MeOH' _chemical_compound_source ; 418 mg trans-[ReOCl3(PPh3)2] (0.5 mmol), 90.1 mg phen (0.5 mmol), 108 mg Na2-rac-Glyc1PxxH2O (0.5 mmol) and 0.1386 ml NEt3 (1.0 mmol)in 250 ml methanol were stirred at RT for 48 hours. After removing the solvent the brown residue was washed with acetone and resolved in 80 ml methanol. Green crystals of [ReO(phen)(rac-Glyc2,3H-21PH+1-kO2,3,P)] . MeOH formed within 14 days at 4 \%C. ; _exptl_crystal_description platelet _exptl_crystal_colour green _exptl_crystal_size_max 0.11 #?# in millimeters _exptl_crystal_size_mid 0.07 #?# in millimeters _exptl_crystal_size_min 0.02 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? _audit_author_name 'P. Mayer' #?# X-ray operator _audit_creation_date 25-Oct-2011 #?# style: 18-Aug-1998 _diffrn_ambient_temperature 173(2) #?# in K _diffrn_source_type 'Spellman generator' _diffrn_source_power 2.00 #?# in kW _diffrn_source_voltage 50 #?# in kV _diffrn_source_current 40 #?# in mA _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation '0.5 mm collimator' _diffrn_measurement_device 'CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Oxford XCalibur' _diffrn_measurement_method '\w scans' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 34.00 100.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 21.2306 179.0000 90.0000 66 #__ type_ start__ end____ width___ exp.time_ 2 omega -10.00 95.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 21.2306 38.0000 150.0000 105 #__ type_ start__ end____ width___ exp.time_ 3 omega 30.00 66.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 21.2306 77.0000 -90.0000 36 ; _diffrn_detector_area_resol_mean 15.9809 _diffrn_special_details ? _diffrn_orient_matrix_type ? _diffrn_orient_matrix_UB_11 -0.0303430000 _diffrn_orient_matrix_UB_12 0.0665196000 _diffrn_orient_matrix_UB_13 0.0100451000 _diffrn_orient_matrix_UB_21 -0.0595476000 _diffrn_orient_matrix_UB_22 -0.0248087000 _diffrn_orient_matrix_UB_23 -0.0149993000 _diffrn_orient_matrix_UB_31 -0.0166953000 _diffrn_orient_matrix_UB_32 -0.0327121000 _diffrn_orient_matrix_UB_33 0.0316448000 loop_ _reflns_scale_group_code _reflns_scale_meas_F ? ? _cell_length_a 10.2979(5) _cell_length_b 9.0749(5) _cell_length_c 19.4763(7) _cell_angle_alpha 90.000(4) _cell_angle_beta 91.399(3) _cell_angle_gamma 90.000(4) _cell_volume 1819.56(14) _cell_measurement_temperature 173(2) #?# in K _cell_measurement_reflns_used 2096 _cell_measurement_theta_min 4.1782 _cell_measurement_theta_max 26.3071 _cell_special_details ? #?# supposed (pseudo-)symmetries,subcells,deviation from standard setting loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? _exptl_absorpt_coefficient_mu 6.816 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.570 _exptl_absorpt_correction_T_max 0.873 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_reflns_number 6341 #xl _diffrn_reflns_av_R_equivalents 0.0837 #xl _diffrn_reflns_av_sigmaI/netI 0.1187 #xl _diffrn_reflns_limit_h_min -12 #xl _diffrn_reflns_limit_h_max 12 #xl _diffrn_reflns_limit_k_min -4 #xl _diffrn_reflns_limit_k_max 11 #xl _diffrn_reflns_limit_l_min -24 #xl _diffrn_reflns_limit_l_max 24 #xl _diffrn_reflns_theta_min 4.18 #xl _diffrn_reflns_theta_max 26.31 #xl _diffrn_measured_fraction_theta_max 0.988 #xl _diffrn_reflns_theta_full 26.31 #xl _diffrn_measured_fraction_theta_full 0.988 #xl _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 3673 #xl _reflns_number_gt 2717 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0093P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' #xl _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 3673 #xl _refine_ls_number_parameters 258 #xl _refine_ls_number_restraints 1 #xl _refine_ls_R_factor_all 0.0678 #xl _refine_ls_R_factor_gt 0.0474 #xl _refine_ls_wR_factor_ref 0.1017 #xl _refine_ls_wR_factor_gt 0.0890 #xl _refine_ls_goodness_of_fit_ref 0.938 #xl _refine_ls_restrained_S_all 0.938 #xl _refine_ls_shift/su_max 0.000 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 2.571 #xl _refine_diff_density_min -2.382 #xl _refine_diff_density_rms 0.243 #xl _refine_special_details ; riding with U(H)=1.2*U(C) for CH2 and CH, 1.5*U(C) for CH3 C-bonded H: constr O-bonded H: O-H fixed to 0.83 \%A, H...H fixed to 1.31 \%A O-bonded H: constr ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ? _computing_publication_material ? 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 Re1 Re 0.26209(3) 0.31431(4) 0.172011(17) 0.01951(13) Uani 1 1 d . . . P1 P 0.0701(2) 0.0691(3) 0.09492(11) 0.0222(5) Uani 1 1 d . . . O1 O -0.0022(6) 0.0467(7) 0.1650(3) 0.0247(14) Uani 1 1 d . . . O2 O 0.0819(6) 0.3580(7) 0.1839(3) 0.0260(15) Uani 1 1 d . . . O3 O 0.2344(6) 0.1828(7) 0.2499(3) 0.0263(15) Uani 1 1 d . . . O4 O 0.2043(5) 0.1341(7) 0.1107(3) 0.0238(14) Uani 1 1 d . . . O5 O -0.0118(6) 0.1567(7) 0.0458(3) 0.0310(16) Uani 1 1 d . . . O6 O 0.0939(6) -0.0930(7) 0.0721(3) 0.0286(16) Uani 1 1 d D . . H86 H 0.068(9) -0.114(11) 0.034(3) 0.043 Uiso 1 1 d D . . O7 O 0.3474(6) 0.4561(7) 0.2067(3) 0.0275(15) Uani 1 1 d . . . O8 O 0.3156(7) -0.0924(8) 0.2766(3) 0.0396(18) Uani 1 1 d . . . H88 H 0.2959 -0.0040 0.2690 0.059 Uiso 1 1 calc R . . N1 N 0.2645(7) 0.4068(9) 0.0716(3) 0.0230(17) Uani 1 1 d . . . N10 N 0.4368(7) 0.2212(8) 0.1311(4) 0.0220(17) Uani 1 1 d . . . C1 C -0.0733(9) 0.1600(11) 0.1985(5) 0.030(2) Uani 1 1 d . . . H1A H -0.1295 0.1141 0.2330 0.036 Uiso 1 1 calc R . . H1B H -0.1304 0.2099 0.1641 0.036 Uiso 1 1 calc R . . C2 C 0.0122(8) 0.2748(11) 0.2340(4) 0.024(2) Uani 1 1 d . . . H2 H -0.0449 0.3441 0.2594 0.028 Uiso 1 1 calc R . . C3 C 0.1147(9) 0.2131(10) 0.2845(4) 0.026(2) Uani 1 1 d . . . H3A H 0.1314 0.2853 0.3219 0.032 Uiso 1 1 calc R . . H3B H 0.0819 0.1213 0.3054 0.032 Uiso 1 1 calc R . . C4 C 0.3368(10) -0.1640(11) 0.2143(5) 0.036(3) Uani 1 1 d . . . H4A H 0.2877 -0.1140 0.1774 0.054 Uiso 1 1 calc R . . H4B H 0.3078 -0.2666 0.2175 0.054 Uiso 1 1 calc R . . H4C H 0.4296 -0.1616 0.2044 0.054 Uiso 1 1 calc R . . C101 C 0.1762(9) 0.4977(11) 0.0437(4) 0.028(2) Uani 1 1 d . . . H101 H 0.1073 0.5316 0.0711 0.033 Uiso 1 1 calc R . . C102 C 0.1819(9) 0.5450(11) -0.0249(5) 0.032(2) Uani 1 1 d . . . H102 H 0.1193 0.6117 -0.0434 0.038 Uiso 1 1 calc R . . C103 C 0.2792(10) 0.4929(11) -0.0640(5) 0.034(3) Uani 1 1 d . . . H103 H 0.2838 0.5229 -0.1106 0.041 Uiso 1 1 calc R . . C104 C 0.3735(9) 0.3950(11) -0.0367(5) 0.027(2) Uani 1 1 d . . . C105 C 0.4805(9) 0.3352(12) -0.0757(5) 0.033(2) Uani 1 1 d . . . H105 H 0.4889 0.3617 -0.1226 0.040 Uiso 1 1 calc R . . C106 C 0.5687(10) 0.2414(12) -0.0456(5) 0.035(2) Uani 1 1 d . . . H106 H 0.6397 0.2059 -0.0712 0.042 Uiso 1 1 calc R . . C107 C 0.5544(8) 0.1960(11) 0.0249(5) 0.029(2) Uani 1 1 d . . . C108 C 0.6407(9) 0.0997(12) 0.0577(5) 0.036(3) Uani 1 1 d . . . H108 H 0.7110 0.0582 0.0337 0.043 Uiso 1 1 calc R . . C109 C 0.6226(8) 0.0652(11) 0.1258(5) 0.030(2) Uani 1 1 d . . . H109 H 0.6796 -0.0020 0.1486 0.035 Uiso 1 1 calc R . . C110 C 0.5209(8) 0.1289(11) 0.1610(5) 0.027(2) Uani 1 1 d . . . H110 H 0.5112 0.1055 0.2081 0.032 Uiso 1 1 calc R . . C111 C 0.4533(8) 0.2550(10) 0.0637(4) 0.021(2) Uani 1 1 d . . . C112 C 0.3634(8) 0.3545(10) 0.0311(4) 0.021(2) 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 Re1 0.0259(2) 0.0175(2) 0.0152(2) -0.00123(15) 0.00220(13) 0.00028(17) P1 0.0336(13) 0.0172(13) 0.0156(12) -0.0022(10) -0.0015(9) 0.0013(12) O1 0.036(3) 0.019(4) 0.020(3) -0.001(3) 0.010(3) -0.003(3) O2 0.033(3) 0.021(4) 0.024(4) -0.005(3) 0.000(3) 0.001(3) O3 0.033(3) 0.024(4) 0.023(3) -0.005(3) 0.006(3) 0.000(3) O4 0.026(3) 0.018(4) 0.028(4) -0.001(3) 0.002(3) 0.002(3) O5 0.054(4) 0.023(4) 0.016(3) -0.008(3) -0.008(3) 0.010(4) O6 0.044(4) 0.016(4) 0.026(4) -0.008(3) -0.006(3) 0.005(3) O7 0.034(3) 0.025(4) 0.023(3) -0.006(3) -0.003(3) -0.002(3) O8 0.058(5) 0.031(5) 0.030(4) 0.007(3) 0.009(3) 0.020(4) N1 0.029(4) 0.022(4) 0.018(4) 0.004(3) -0.002(3) -0.008(4) N10 0.029(4) 0.016(4) 0.021(4) -0.009(3) -0.003(3) -0.005(4) C1 0.030(5) 0.037(6) 0.023(5) 0.008(4) 0.013(4) 0.001(5) C2 0.030(5) 0.026(6) 0.016(5) 0.000(4) 0.009(4) -0.002(4) C3 0.047(6) 0.014(5) 0.019(5) -0.006(4) 0.015(4) -0.011(5) C4 0.057(6) 0.028(6) 0.022(5) -0.004(4) 0.004(5) 0.013(6) C101 0.035(5) 0.026(6) 0.023(5) 0.010(4) -0.004(4) 0.000(5) C102 0.037(5) 0.027(6) 0.031(6) 0.011(5) -0.009(4) -0.004(5) C103 0.052(6) 0.027(6) 0.024(5) 0.005(5) -0.007(5) -0.008(6) C104 0.034(5) 0.023(6) 0.022(5) -0.003(4) 0.003(4) -0.006(5) C105 0.040(5) 0.042(7) 0.018(5) -0.005(5) 0.008(4) 0.003(6) C106 0.044(6) 0.029(6) 0.034(6) -0.014(5) 0.019(4) -0.001(5) C107 0.027(5) 0.026(6) 0.034(6) -0.009(5) 0.008(4) 0.004(5) C108 0.021(5) 0.049(8) 0.037(6) -0.010(5) 0.009(4) -0.002(5) C109 0.025(5) 0.029(6) 0.035(6) 0.003(5) -0.002(4) 0.006(5) C110 0.025(5) 0.028(6) 0.027(5) -0.008(4) 0.004(4) 0.003(5) C111 0.027(5) 0.022(5) 0.015(5) -0.004(4) -0.001(3) 0.000(4) C112 0.034(5) 0.021(5) 0.010(4) 0.001(4) 0.007(4) -0.003(4) 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 Re1 O7 1.689(6) . ? Re1 O2 1.917(6) . ? Re1 O3 1.957(6) . ? Re1 O4 2.103(6) . ? Re1 N1 2.129(7) . ? Re1 N10 2.158(7) . ? P1 O5 1.490(6) . ? P1 O4 1.527(6) . ? P1 O6 1.557(7) . ? P1 O1 1.583(6) . ? O1 C1 1.429(11) . ? O2 C2 1.438(10) . ? O3 C3 1.446(10) . ? O6 H86 0.81(4) . ? O8 C4 1.397(10) . ? O8 H88 0.8400 . ? N1 C101 1.333(11) . ? N1 C112 1.387(11) . ? N10 C110 1.328(11) . ? N10 C111 1.363(10) . ? C1 C2 1.519(12) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.532(12) . ? C2 H2 1.0000 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C101 C102 1.407(12) . ? C101 H101 0.9500 . ? C102 C103 1.358(14) . ? C102 H102 0.9500 . ? C103 C104 1.412(13) . ? C103 H103 0.9500 . ? C104 C112 1.375(12) . ? C104 C105 1.459(13) . ? C105 C106 1.367(13) . ? C105 H105 0.9500 . ? C106 C107 1.444(13) . ? C106 H106 0.9500 . ? C107 C108 1.391(13) . ? C107 C111 1.408(12) . ? C108 C109 1.378(12) . ? C108 H108 0.9500 . ? C109 C110 1.391(12) . ? C109 H109 0.9500 . ? C110 H110 0.9500 . ? C111 C112 1.432(12) . ? 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 O7 Re1 O2 106.9(3) . . ? O7 Re1 O3 103.8(3) . . ? O2 Re1 O3 82.7(3) . . ? O7 Re1 O4 163.1(3) . . ? O2 Re1 O4 88.2(2) . . ? O3 Re1 O4 85.5(2) . . ? O7 Re1 N1 92.8(3) . . ? O2 Re1 N1 93.6(3) . . ? O3 Re1 N1 163.3(3) . . ? O4 Re1 N1 78.1(3) . . ? O7 Re1 N10 90.9(3) . . ? O2 Re1 N10 160.7(2) . . ? O3 Re1 N10 100.7(3) . . ? O4 Re1 N10 73.3(2) . . ? N1 Re1 N10 77.7(3) . . ? O5 P1 O4 114.7(4) . . ? O5 P1 O6 114.3(3) . . ? O4 P1 O6 105.9(4) . . ? O5 P1 O1 110.5(4) . . ? O4 P1 O1 108.6(3) . . ? O6 P1 O1 101.8(4) . . ? C1 O1 P1 123.9(6) . . ? C2 O2 Re1 118.3(5) . . ? C3 O3 Re1 112.8(5) . . ? P1 O4 Re1 131.1(4) . . ? P1 O6 H86 116(7) . . ? C4 O8 H88 109.5 . . ? C101 N1 C112 118.9(8) . . ? C101 N1 Re1 126.5(6) . . ? C112 N1 Re1 114.4(6) . . ? C110 N10 C111 117.9(8) . . ? C110 N10 Re1 128.8(6) . . ? C111 N10 Re1 113.1(6) . . ? O1 C1 C2 113.8(7) . . ? O1 C1 H1A 108.8 . . ? C2 C1 H1A 108.8 . . ? O1 C1 H1B 108.8 . . ? C2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? O2 C2 C1 110.1(7) . . ? O2 C2 C3 106.3(7) . . ? C1 C2 C3 115.1(8) . . ? O2 C2 H2 108.4 . . ? C1 C2 H2 108.4 . . ? C3 C2 H2 108.4 . . ? O3 C3 C2 110.6(7) . . ? O3 C3 H3A 109.5 . . ? C2 C3 H3A 109.5 . . ? O3 C3 H3B 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? O8 C4 H4A 109.5 . . ? O8 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? O8 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C101 C102 122.1(9) . . ? N1 C101 H101 118.9 . . ? C102 C101 H101 118.9 . . ? C103 C102 C101 118.4(9) . . ? C103 C102 H102 120.8 . . ? C101 C102 H102 120.8 . . ? C102 C103 C104 121.1(9) . . ? C102 C103 H103 119.4 . . ? C104 C103 H103 119.4 . . ? C112 C104 C103 117.6(9) . . ? C112 C104 C105 118.5(9) . . ? C103 C104 C105 123.9(9) . . ? C106 C105 C104 120.7(9) . . ? C106 C105 H105 119.7 . . ? C104 C105 H105 119.7 . . ? C105 C106 C107 120.2(9) . . ? C105 C106 H106 119.9 . . ? C107 C106 H106 119.9 . . ? C108 C107 C111 117.6(9) . . ? C108 C107 C106 122.6(9) . . ? C111 C107 C106 119.8(9) . . ? C109 C108 C107 119.0(9) . . ? C109 C108 H108 120.5 . . ? C107 C108 H108 120.5 . . ? C108 C109 C110 120.1(9) . . ? C108 C109 H109 120.0 . . ? C110 C109 H109 120.0 . . ? N10 C110 C109 122.4(9) . . ? N10 C110 H110 118.8 . . ? C109 C110 H110 118.8 . . ? N10 C111 C107 122.9(8) . . ? N10 C111 C112 118.4(8) . . ? C107 C111 C112 118.7(8) . . ? C104 C112 N1 121.9(8) . . ? C104 C112 C111 122.1(8) . . ? N1 C112 C111 116.1(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 P1 O1 C1 -42.3(7) . . . . ? O4 P1 O1 C1 84.3(7) . . . . ? O6 P1 O1 C1 -164.2(6) . . . . ? O7 Re1 O2 C2 -107.5(6) . . . . ? O3 Re1 O2 C2 -5.3(6) . . . . ? O4 Re1 O2 C2 80.4(6) . . . . ? N1 Re1 O2 C2 158.4(6) . . . . ? N10 Re1 O2 C2 96.3(9) . . . . ? O7 Re1 O3 C3 91.1(5) . . . . ? O2 Re1 O3 C3 -14.5(5) . . . . ? O4 Re1 O3 C3 -103.2(5) . . . . ? N1 Re1 O3 C3 -92.5(10) . . . . ? N10 Re1 O3 C3 -175.3(5) . . . . ? O5 P1 O4 Re1 75.0(5) . . . . ? O6 P1 O4 Re1 -158.0(4) . . . . ? O1 P1 O4 Re1 -49.2(6) . . . . ? O7 Re1 O4 P1 -159.3(7) . . . . ? O2 Re1 O4 P1 -6.4(5) . . . . ? O3 Re1 O4 P1 76.4(5) . . . . ? N1 Re1 O4 P1 -100.5(5) . . . . ? N10 Re1 O4 P1 179.0(5) . . . . ? O7 Re1 N1 C101 -90.3(7) . . . . ? O2 Re1 N1 C101 16.8(7) . . . . ? O3 Re1 N1 C101 93.2(12) . . . . ? O4 Re1 N1 C101 104.1(7) . . . . ? N10 Re1 N1 C101 179.4(8) . . . . ? O7 Re1 N1 C112 95.4(6) . . . . ? O2 Re1 N1 C112 -157.5(6) . . . . ? O3 Re1 N1 C112 -81.1(11) . . . . ? O4 Re1 N1 C112 -70.2(6) . . . . ? N10 Re1 N1 C112 5.1(6) . . . . ? O7 Re1 N10 C110 87.7(7) . . . . ? O2 Re1 N10 C110 -115.0(9) . . . . ? O3 Re1 N10 C110 -16.5(8) . . . . ? O4 Re1 N10 C110 -98.5(8) . . . . ? N1 Re1 N10 C110 -179.6(8) . . . . ? O7 Re1 N10 C111 -98.2(6) . . . . ? O2 Re1 N10 C111 59.0(11) . . . . ? O3 Re1 N10 C111 157.5(6) . . . . ? O4 Re1 N10 C111 75.6(6) . . . . ? N1 Re1 N10 C111 -5.5(6) . . . . ? P1 O1 C1 C2 -74.6(9) . . . . ? Re1 O2 C2 C1 -103.4(7) . . . . ? Re1 O2 C2 C3 21.8(9) . . . . ? O1 C1 C2 O2 66.6(10) . . . . ? O1 C1 C2 C3 -53.5(10) . . . . ? Re1 O3 C3 C2 30.1(8) . . . . ? O2 C2 C3 O3 -32.2(10) . . . . ? C1 C2 C3 O3 89.9(9) . . . . ? C112 N1 C101 C102 -1.5(13) . . . . ? Re1 N1 C101 C102 -175.6(7) . . . . ? N1 C101 C102 C103 1.6(14) . . . . ? C101 C102 C103 C104 -0.7(14) . . . . ? C102 C103 C104 C112 -0.1(14) . . . . ? C102 C103 C104 C105 -179.9(9) . . . . ? C112 C104 C105 C106 -0.1(14) . . . . ? C103 C104 C105 C106 179.6(9) . . . . ? C104 C105 C106 C107 2.2(15) . . . . ? C105 C106 C107 C108 179.3(9) . . . . ? C105 C106 C107 C111 -3.5(14) . . . . ? C111 C107 C108 C109 0.8(14) . . . . ? C106 C107 C108 C109 178.0(9) . . . . ? C107 C108 C109 C110 -1.3(14) . . . . ? C111 N10 C110 C109 -0.9(13) . . . . ? Re1 N10 C110 C109 173.0(7) . . . . ? C108 C109 C110 N10 1.4(14) . . . . ? C110 N10 C111 C107 0.3(13) . . . . ? Re1 N10 C111 C107 -174.5(7) . . . . ? C110 N10 C111 C112 -179.9(8) . . . . ? Re1 N10 C111 C112 5.3(10) . . . . ? C108 C107 C111 N10 -0.3(13) . . . . ? C106 C107 C111 N10 -177.6(8) . . . . ? C108 C107 C111 C112 179.9(9) . . . . ? C106 C107 C111 C112 2.6(13) . . . . ? C103 C104 C112 N1 0.2(13) . . . . ? C105 C104 C112 N1 179.9(8) . . . . ? C103 C104 C112 C111 179.5(8) . . . . ? C105 C104 C112 C111 -0.7(14) . . . . ? C101 N1 C112 C104 0.6(13) . . . . ? Re1 N1 C112 C104 175.4(7) . . . . ? C101 N1 C112 C111 -178.7(8) . . . . ? Re1 N1 C112 C111 -4.0(10) . . . . ? N10 C111 C112 C104 179.7(8) . . . . ? C107 C111 C112 C104 -0.6(13) . . . . ? N10 C111 C112 N1 -1.0(12) . . . . ? C107 C111 C112 N1 178.8(8) . . . . ? 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_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O8 H88 O3 0.84 1.84 2.681(9) 173.7 . ? O6 H86 O5 0.81(4) 1.68(5) 2.495(8) 179(11) 3 ? _geom_special_details ? _audit_block_code Re_phen_Glyc1P_po139_Steinborn _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ? _chemical_formula_moiety 'C15 H14 N2 O7 P Re, C H4 O' _chemical_formula_sum 'C16 H18 N2 O8 P Re' _chemical_formula_weight 583.504 _chemical_absolute_configuration rm _chemical_melting_point ? #?# in K! _cell_formula_units_Z 4 #?# adjust to _chemical_formula_[] _exptl_crystal_density_diffrn 2.13006(16) _exptl_crystal_F_000 1128