# 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_xe-199 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H5 Co O5 P' _chemical_formula_sum 'C7 H5 Co O5 P' _chemical_formula_weight 259.01 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 4.9127(5) _cell_length_b 8.4620(9) _cell_length_c 19.276(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.488(3) _cell_angle_gamma 90.00 _cell_volume 801.30(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1877 _cell_measurement_theta_min 1.06 _cell_measurement_theta_max 27.72 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.44 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.147 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 516 _exptl_absorpt_coefficient_mu 2.329 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4073 _exptl_absorpt_correction_T_max 0.9126 _exptl_absorpt_process_details 'Platon; Spek, A.L. (2003), J.Appl.Cryst. 36, 7-13' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SMART CCD' _diffrn_measurement_method '\k-geometry diffractometry' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9079 _diffrn_reflns_av_R_equivalents 0.0607 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.06 _diffrn_reflns_theta_max 27.72 _reflns_number_total 1006 _reflns_number_gt 987 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 V2.0(Bruker, 2006)' _computing_cell_refinement 'APEX2 V2.0(Bruker, 2006)' _computing_data_reduction 'APEX2 V2.0(Bruker, 2006)' _computing_structure_solution 'SIR-97/(Altomare, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0387P)^2^+2.1958P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens constr _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1006 _refine_ls_number_parameters 99 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0260 _refine_ls_wR_factor_ref 0.0742 _refine_ls_wR_factor_gt 0.0729 _refine_ls_goodness_of_fit_ref 1.160 _refine_ls_restrained_S_all 1.160 _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 Co1 Co 0.0000 0.16675(4) 0.0000 0.00666(14) Uani 1 2 d S . . P1 P 0.00285(13) 0.5000 0.08638(3) 0.00597(17) Uani 1 2 d S . . O1 O -0.2978(4) 0.5000 0.06240(10) 0.0076(4) Uani 1 2 d S . . O2 O 0.1524(3) 0.34960(16) 0.06262(7) 0.0078(3) Uani 1 1 d . . . O4 O 0.1679(10) 0.5891(7) 0.4326(2) 0.0486(13) Uani 0.50 1 d P . -1 H4 H 0.1494 0.5796 0.4746 0.073 Uiso 0.25 1 calc PR . -1 O4B O -0.1630(10) 0.5913(7) 0.4314(2) 0.0480(13) Uani 0.50 1 d P . -2 H4B H -0.1472 0.5822 0.4736 0.072 Uiso 0.25 1 calc PR . -2 C1 C 0.0038(6) 0.5000 0.17946(14) 0.0091(5) Uani 1 2 d S . . C2 C 0.1975(9) 0.5893(6) 0.2164(2) 0.0181(9) Uani 0.50 1 d P A -1 H2 H 0.3256 0.6490 0.1927 0.022 Uiso 0.50 1 calc PR A -1 C3 C 0.1973(10) 0.5883(6) 0.2886(2) 0.0215(10) Uani 0.50 1 d P A -1 H3 H 0.3260 0.6469 0.3132 0.026 Uiso 0.50 1 calc PR A -1 C2B C -0.1885(9) 0.5889(6) 0.2151(2) 0.0179(9) Uani 0.50 1 d P A -2 H2B H -0.3174 0.6475 0.1906 0.021 Uiso 0.50 1 calc PR A -2 C3B C -0.1877(9) 0.5899(6) 0.2874(2) 0.0205(9) Uani 0.50 1 d P A -2 H3B H -0.3146 0.6501 0.3113 0.025 Uiso 0.50 1 calc PR A -2 C4 C 0.0050(7) 0.5000 0.32393(16) 0.0169(6) Uani 1 2 d S . . C7 C 0.0034(8) 0.5000 0.40181(17) 0.0242(7) Uani 1 2 d S . . 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 Co1 0.0067(2) 0.0065(2) 0.0068(2) 0.000 0.00038(13) 0.000 P1 0.0068(3) 0.0063(3) 0.0047(3) 0.000 0.0004(2) 0.000 O1 0.0068(8) 0.0079(9) 0.0080(9) 0.000 0.0004(7) 0.000 O2 0.0080(6) 0.0076(6) 0.0079(7) -0.0004(5) 0.0002(5) 0.0007(5) O4 0.061(3) 0.072(3) 0.0126(17) -0.003(2) -0.0014(18) -0.029(3) O4B 0.061(3) 0.072(3) 0.0114(17) -0.0033(19) 0.0058(18) 0.029(3) C1 0.0113(12) 0.0103(12) 0.0056(12) 0.000 0.0016(9) 0.000 C2 0.0171(19) 0.024(2) 0.013(2) 0.0009(17) -0.0005(16) -0.0054(17) C3 0.023(2) 0.027(3) 0.015(2) -0.0015(18) -0.0026(17) -0.0043(19) C2B 0.0179(19) 0.022(2) 0.014(2) -0.0001(17) 0.0012(16) 0.0055(17) C3B 0.022(2) 0.025(3) 0.015(2) -0.0025(18) 0.0042(17) 0.0056(18) C4 0.0219(15) 0.0197(15) 0.0092(13) 0.000 0.0013(11) 0.000 C7 0.0313(18) 0.0330(19) 0.0083(14) 0.000 0.0010(12) 0.000 _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 Co1 O2 2.0967(14) . ? Co1 O2 2.0967(14) 2 ? Co1 O1 2.0985(14) 7_455 ? Co1 O1 2.0985(14) 3_545 ? Co1 O2 2.1042(14) 8_455 ? Co1 O2 2.1042(14) 7 ? Co1 Co1 2.8221(8) 5 ? Co1 Co1 2.8317(4) 7 ? Co1 Co1 2.8317(4) 7_455 ? P1 O2 1.5411(14) 6_565 ? P1 O2 1.5411(14) . ? P1 O1 1.544(2) . ? P1 C1 1.794(3) . ? O1 Co1 2.0985(14) 7_455 ? O1 Co1 2.0985(14) 3_455 ? O2 Co1 2.1042(14) 7 ? O4 C7 1.251(5) . ? O4 H4 0.8200 . ? O4B C7 1.264(5) . ? O4B H4B 0.8200 . ? C1 C2B 1.393(5) 6_565 ? C1 C2B 1.393(5) . ? C1 C2 1.404(5) . ? C1 C2 1.404(5) 6_565 ? C2 C3 1.392(6) . ? C2 H2 0.9300 . ? C3 C4 1.387(5) . ? C3 H3 0.9300 . ? C2B C3B 1.395(6) . ? C2B H2B 0.9300 . ? C3B C4 1.400(5) . ? C3B H3B 0.9300 . ? C4 C3 1.387(5) 6_565 ? C4 C3B 1.400(5) 6_565 ? C4 C7 1.501(4) . ? C7 O4 1.251(5) 6_565 ? C7 O4B 1.264(5) 6_565 ? 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 O2 Co1 O2 84.89(8) . 2 ? O2 Co1 O1 172.35(6) . 7_455 ? O2 Co1 O1 90.08(5) 2 7_455 ? O2 Co1 O1 90.08(5) . 3_545 ? O2 Co1 O1 172.35(6) 2 3_545 ? O1 Co1 O1 95.49(7) 7_455 3_545 ? O2 Co1 O2 90.33(6) . 8_455 ? O2 Co1 O2 95.24(5) 2 8_455 ? O1 Co1 O2 84.38(7) 7_455 8_455 ? O1 Co1 O2 90.54(6) 3_545 8_455 ? O2 Co1 O2 95.24(5) . 7 ? O2 Co1 O2 90.33(6) 2 7 ? O1 Co1 O2 90.54(6) 7_455 7 ? O1 Co1 O2 84.38(7) 3_545 7 ? O2 Co1 O2 172.46(8) 8_455 7 ? O2 Co1 Co1 137.56(4) . 5 ? O2 Co1 Co1 137.56(4) 2 5 ? O1 Co1 Co1 47.75(4) 7_455 5 ? O1 Co1 Co1 47.75(4) 3_545 5 ? O2 Co1 Co1 86.23(4) 8_455 5 ? O2 Co1 Co1 86.23(4) 7 5 ? O2 Co1 Co1 47.73(4) . 7 ? O2 Co1 Co1 86.46(4) 2 7 ? O1 Co1 Co1 137.80(5) 7_455 7 ? O1 Co1 Co1 85.89(4) 3_545 7 ? O2 Co1 Co1 137.81(4) 8_455 7 ? O2 Co1 Co1 47.51(4) 7 7 ? Co1 Co1 Co1 119.837(13) 5 7 ? O2 Co1 Co1 86.46(4) . 7_455 ? O2 Co1 Co1 47.73(4) 2 7_455 ? O1 Co1 Co1 85.89(4) 7_455 7_455 ? O1 Co1 Co1 137.80(5) 3_545 7_455 ? O2 Co1 Co1 47.51(4) 8_455 7_455 ? O2 Co1 Co1 137.81(4) 7 7_455 ? Co1 Co1 Co1 119.837(13) 5 7_455 ? Co1 Co1 Co1 120.33(3) 7 7_455 ? O2 P1 O2 111.35(11) 6_565 . ? O2 P1 O1 111.61(7) 6_565 . ? O2 P1 O1 111.61(7) . . ? O2 P1 C1 107.46(7) 6_565 . ? O2 P1 C1 107.46(7) . . ? O1 P1 C1 107.08(12) . . ? P1 O1 Co1 128.21(7) . 7_455 ? P1 O1 Co1 128.21(7) . 3_455 ? Co1 O1 Co1 84.51(7) 7_455 3_455 ? P1 O2 Co1 127.72(8) . . ? P1 O2 Co1 128.03(8) . 7 ? Co1 O2 Co1 84.76(5) . 7 ? C7 O4 H4 109.5 . . ? C7 O4B H4B 109.5 . . ? C2B C1 C2B 65.3(4) 6_565 . ? C2B C1 C2 120.0(3) 6_565 . ? C2B C1 C2 85.4(3) . . ? C2B C1 C2 85.4(3) 6_565 6_565 ? C2B C1 C2 120.0(3) . 6_565 ? C2 C1 C2 65.1(4) . 6_565 ? C2B C1 P1 119.8(2) 6_565 . ? C2B C1 P1 119.8(2) . . ? C2 C1 P1 120.2(2) . . ? C2 C1 P1 120.2(2) 6_565 . ? C3 C2 C1 119.8(4) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C4 C3 C2 120.0(4) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C1 C2B C3B 120.0(4) . . ? C1 C2B H2B 120.0 . . ? C3B C2B H2B 120.0 . . ? C2B C3B C4 119.7(4) . . ? C2B C3B H3B 120.2 . . ? C4 C3B H3B 120.2 . . ? C3 C4 C3 65.2(4) 6_565 . ? C3 C4 C3B 85.5(3) 6_565 6_565 ? C3 C4 C3B 120.5(3) . 6_565 ? C3 C4 C3B 120.5(3) 6_565 . ? C3 C4 C3B 85.5(3) . . ? C3B C4 C3B 65.9(4) 6_565 . ? C3 C4 C7 120.0(3) 6_565 . ? C3 C4 C7 120.0(3) . . ? C3B C4 C7 119.6(3) 6_565 . ? C3B C4 C7 119.6(3) . . ? O4 C7 O4 74.1(6) . 6_565 ? O4 C7 O4B 124.9(4) . 6_565 ? O4 C7 O4B 80.5(4) 6_565 6_565 ? O4 C7 O4B 80.5(4) . . ? O4 C7 O4B 124.9(4) 6_565 . ? O4B C7 O4B 75.4(6) 6_565 . ? O4 C7 C4 117.7(3) . . ? O4 C7 C4 117.7(3) 6_565 . ? O4B C7 C4 117.4(3) 6_565 . ? O4B C7 C4 117.4(3) . . ? 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 O2 P1 O1 Co1 121.49(10) 6_565 . . 7_455 ? O2 P1 O1 Co1 -3.82(15) . . . 7_455 ? C1 P1 O1 Co1 -121.16(11) . . . 7_455 ? O2 P1 O1 Co1 3.82(15) 6_565 . . 3_455 ? O2 P1 O1 Co1 -121.49(10) . . . 3_455 ? C1 P1 O1 Co1 121.16(11) . . . 3_455 ? O2 P1 O2 Co1 -121.45(8) 6_565 . . . ? O1 P1 O2 Co1 4.01(14) . . . . ? C1 P1 O2 Co1 121.12(12) . . . . ? O2 P1 O2 Co1 -4.17(17) 6_565 . . 7 ? O1 P1 O2 Co1 121.29(11) . . . 7 ? C1 P1 O2 Co1 -121.59(11) . . . 7 ? O2 Co1 O2 P1 45.47(8) 2 . . . ? O1 Co1 O2 P1 -3.5(5) 7_455 . . . ? O1 Co1 O2 P1 -140.30(11) 3_545 . . . ? O2 Co1 O2 P1 -49.76(10) 8_455 . . . ? O2 Co1 O2 P1 135.33(12) 7 . . . ? Co1 Co1 O2 P1 -134.53(8) 5 . . . ? Co1 Co1 O2 P1 135.33(12) 7 . . . ? Co1 Co1 O2 P1 -2.38(9) 7_455 . . . ? O2 Co1 O2 Co1 -89.87(5) 2 . . 7 ? O1 Co1 O2 Co1 -138.9(4) 7_455 . . 7 ? O1 Co1 O2 Co1 84.37(6) 3_545 . . 7 ? O2 Co1 O2 Co1 174.91(5) 8_455 . . 7 ? O2 Co1 O2 Co1 0.0 7 . . 7 ? Co1 Co1 O2 Co1 90.13(5) 5 . . 7 ? Co1 Co1 O2 Co1 -137.72(4) 7_455 . . 7 ? O2 P1 C1 C2B 158.5(3) 6_565 . . 6_565 ? O2 P1 C1 C2B -81.6(3) . . . 6_565 ? O1 P1 C1 C2B 38.5(3) . . . 6_565 ? O2 P1 C1 C2B 81.6(3) 6_565 . . . ? O2 P1 C1 C2B -158.5(3) . . . . ? O1 P1 C1 C2B -38.5(3) . . . . ? O2 P1 C1 C2 -21.5(3) 6_565 . . . ? O2 P1 C1 C2 98.5(2) . . . . ? O1 P1 C1 C2 -141.5(3) . . . . ? O2 P1 C1 C2 -98.5(3) 6_565 . . 6_565 ? O2 P1 C1 C2 21.5(3) . . . 6_565 ? O1 P1 C1 C2 141.5(3) . . . 6_565 ? C2B C1 C2 C3 0.2(6) 6_565 . . . ? C2B C1 C2 C3 58.2(5) . . . . ? C2 C1 C2 C3 -68.0(5) 6_565 . . . ? P1 C1 C2 C3 -179.8(3) . . . . ? C1 C2 C3 C4 -0.4(7) . . . . ? C2B C1 C2B C3B 68.8(5) 6_565 . . . ? C2 C1 C2B C3B -57.3(5) . . . . ? C2 C1 C2B C3B 0.4(6) 6_565 . . . ? P1 C1 C2B C3B -179.7(3) . . . . ? C1 C2B C3B C4 -0.7(7) . . . . ? C2 C3 C4 C3 68.8(5) . . . 6_565 ? C2 C3 C4 C3B 0.7(6) . . . 6_565 ? C2 C3 C4 C3B -57.8(5) . . . . ? C2 C3 C4 C7 -179.5(4) . . . . ? C2B C3B C4 C3 0.9(6) . . . 6_565 ? C2B C3B C4 C3 58.6(5) . . . . ? C2B C3B C4 C3B -67.8(5) . . . 6_565 ? C2B C3B C4 C7 -179.3(4) . . . . ? C3 C4 C7 O4 81.4(4) 6_565 . . . ? C3 C4 C7 O4 4.4(5) . . . . ? C3B C4 C7 O4 -175.8(4) 6_565 . . . ? C3B C4 C7 O4 -98.4(5) . . . . ? C3 C4 C7 O4 -4.4(5) 6_565 . . 6_565 ? C3 C4 C7 O4 -81.4(4) . . . 6_565 ? C3B C4 C7 O4 98.4(5) 6_565 . . 6_565 ? C3B C4 C7 O4 175.8(4) . . . 6_565 ? C3 C4 C7 O4B -98.0(5) 6_565 . . 6_565 ? C3 C4 C7 O4B -175.0(4) . . . 6_565 ? C3B C4 C7 O4B 4.8(5) 6_565 . . 6_565 ? C3B C4 C7 O4B 82.2(4) . . . 6_565 ? C3 C4 C7 O4B 175.0(4) 6_565 . . . ? C3 C4 C7 O4B 98.0(5) . . . . ? C3B C4 C7 O4B -82.2(4) 6_565 . . . ? C3B C4 C7 O4B -4.8(5) . . . . ? 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 O4 H4 O4 0.82 2.38 3.090(9) 144.8 2_556 O4B H4B O4B 0.82 2.37 3.081(9) 144.8 2_556 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.72 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.547 _refine_diff_density_min -0.884 _refine_diff_density_rms 0.205 _database_code_depnum_ccdc_archive 'CCDC 942761' ####################################################################### # # 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_xe_204 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H5 Cu O5 P' _chemical_formula_sum 'C7 H5 Cu O5 P' _chemical_formula_weight 263.62 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 5.2031(17) _cell_length_b 8.122(3) _cell_length_c 19.378(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.604(9) _cell_angle_gamma 90.00 _cell_volume 805.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1054 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 28.09 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.175 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 2.900 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8228 _exptl_absorpt_correction_T_max 0.9443 _exptl_absorpt_process_details 'Platon; Spek, A.L. (2003), J.Appl.Cryst. 36, 7-13' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'SMART CCD' _diffrn_measurement_method '\k-geometry diffractometry' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7310 _diffrn_reflns_av_R_equivalents 0.0876 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 28.09 _reflns_number_total 1054 _reflns_number_gt 825 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 V2.0(Bruker, 2006)' _computing_cell_refinement 'APEX2 V2.0(Bruker, 2006)' _computing_data_reduction 'APEX2 V2.0(Bruker, 2006)' _computing_structure_solution 'SIR-97/(Altomare, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0824P)^2^+0.0000P] 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_extinction_coef ? _refine_ls_number_reflns 1054 _refine_ls_number_parameters 99 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1341 _refine_ls_wR_factor_gt 0.1222 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.115 _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 Cu1 Cu 0.0000 0.17975(9) 0.0000 0.0122(3) Uani 1 2 d S . . P1 P -0.0049(3) 0.5000 0.08874(8) 0.0102(4) Uani 1 2 d S . . O1 O -0.3021(8) 0.5000 0.0537(2) 0.0121(9) Uani 1 2 d S . . O2 O 0.1316(6) 0.3443(4) 0.06981(17) 0.0124(7) Uani 1 1 d . . . C1 C 0.0062(14) 0.5000 0.1822(4) 0.0157(13) Uani 1 2 d S . . C4 C 0.0194(15) 0.5000 0.3262(4) 0.0215(15) Uani 1 2 d S . . C2 C -0.1864(18) 0.4158(11) 0.2096(5) 0.0172(19) Uani 0.50 1 d P A -1 H2 H -0.3233 0.3613 0.1788 0.021 Uiso 0.50 1 calc PR A -1 C3 C -0.179(2) 0.4112(13) 0.2809(5) 0.021(2) Uani 0.50 1 d P A -1 H3 H -0.3049 0.3493 0.2996 0.026 Uiso 0.50 1 calc PR A -1 C5 C 0.209(2) 0.4190(13) 0.2989(5) 0.022(2) Uani 0.50 1 d P A -2 H5 H 0.3452 0.3637 0.3296 0.027 Uiso 0.50 1 calc PR A -2 C6 C 0.2049(18) 0.4168(12) 0.2270(5) 0.018(2) Uani 0.50 1 d P A -2 H6 H 0.3360 0.3591 0.2086 0.021 Uiso 0.50 1 calc PR A -2 C7 C 0.0153(16) 0.5000 0.4035(4) 0.0282(17) Uani 1 2 d S . . O4 O -0.1584(18) 0.4143(12) 0.4240(4) 0.043(2) Uani 0.50 1 d P . -1 H4 H -0.1435 0.4230 0.4677 0.065 Uiso 0.50 1 calc PR . -1 O5 O 0.1931(19) 0.4174(13) 0.4415(4) 0.047(3) Uani 0.50 1 d P . -2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0154(4) 0.0060(4) 0.0143(4) 0.000 0.0006(3) 0.000 P1 0.0119(8) 0.0077(7) 0.0111(8) 0.000 0.0023(6) 0.000 O1 0.012(2) 0.010(2) 0.015(2) 0.000 0.0027(18) 0.000 O2 0.0141(15) 0.0064(14) 0.0164(16) 0.0004(11) 0.0019(13) -0.0001(11) C1 0.019(3) 0.012(3) 0.015(3) 0.000 0.001(3) 0.000 C4 0.028(4) 0.021(3) 0.016(4) 0.000 0.006(3) 0.000 C2 0.017(4) 0.015(5) 0.019(5) 0.000(4) 0.003(4) -0.008(4) C3 0.028(5) 0.025(6) 0.014(5) -0.002(4) 0.010(4) -0.003(4) C5 0.024(5) 0.028(5) 0.013(5) 0.007(4) -0.001(4) 0.007(4) C6 0.013(4) 0.022(5) 0.020(5) 0.002(4) 0.005(4) 0.003(4) C7 0.033(4) 0.040(4) 0.013(4) 0.000 0.006(3) 0.000 O4 0.054(5) 0.067(6) 0.010(4) 0.002(4) 0.010(4) -0.019(5) O5 0.058(6) 0.067(7) 0.017(4) 0.008(4) 0.010(4) 0.025(5) _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 Cu1 O2 1.935(3) . ? Cu1 O2 1.935(3) 2 ? Cu1 O1 1.970(3) 7_455 ? Cu1 O1 1.970(3) 3_545 ? Cu1 Cu1 2.8408(10) 7 ? Cu1 Cu1 2.8408(10) 7_455 ? Cu1 Cu1 2.9200(18) 5 ? P1 O2 1.528(3) 6_565 ? P1 O2 1.528(3) . ? P1 O1 1.571(5) . ? P1 C1 1.801(7) . ? O1 Cu1 1.970(3) 7_455 ? O1 Cu1 1.970(3) 3_455 ? C1 C2 1.396(11) 6_565 ? C1 C2 1.396(11) . ? C1 C6 1.397(11) 6_565 ? C1 C6 1.397(11) . ? C4 C5 1.370(13) 6_565 ? C4 C5 1.370(12) . ? C4 C3 1.422(12) . ? C4 C3 1.422(12) 6_565 ? C4 C7 1.502(10) . ? C2 C3 1.375(14) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C5 C6 1.389(14) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 O4 1.261(11) 6_565 ? C7 O4 1.261(11) . ? C7 O5 1.264(11) 6_565 ? C7 O5 1.264(11) . ? O4 H4 0.8400 . ? 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 O2 Cu1 O2 92.63(18) . 2 ? O2 Cu1 O1 164.70(16) . 7_455 ? O2 Cu1 O1 93.40(14) 2 7_455 ? O2 Cu1 O1 93.40(14) . 3_545 ? O2 Cu1 O1 164.70(16) 2 3_545 ? O1 Cu1 O1 84.33(19) 7_455 3_545 ? O2 Cu1 Cu1 61.08(9) . 7 ? O2 Cu1 Cu1 85.91(10) 2 7 ? O1 Cu1 Cu1 133.42(13) 7_455 7 ? O1 Cu1 Cu1 84.73(11) 3_545 7 ? O2 Cu1 Cu1 85.91(10) . 7_455 ? O2 Cu1 Cu1 61.08(9) 2 7_455 ? O1 Cu1 Cu1 84.73(11) 7_455 7_455 ? O1 Cu1 Cu1 133.42(13) 3_545 7_455 ? Cu1 Cu1 Cu1 132.63(6) 7 7_455 ? O2 Cu1 Cu1 133.69(9) . 5 ? O2 Cu1 Cu1 133.69(9) 2 5 ? O1 Cu1 Cu1 42.16(10) 7_455 5 ? O1 Cu1 Cu1 42.16(10) 3_545 5 ? Cu1 Cu1 Cu1 113.68(3) 7 5 ? Cu1 Cu1 Cu1 113.68(3) 7_455 5 ? O2 P1 O2 111.8(3) 6_565 . ? O2 P1 O1 111.13(15) 6_565 . ? O2 P1 O1 111.13(15) . . ? O2 P1 C1 108.12(17) 6_565 . ? O2 P1 C1 108.12(17) . . ? O1 P1 C1 106.3(3) . . ? P1 O1 Cu1 127.28(14) . 7_455 ? P1 O1 Cu1 127.28(14) . 3_455 ? Cu1 O1 Cu1 95.67(19) 7_455 3_455 ? P1 O2 Cu1 128.3(2) . . ? C2 C1 C2 58.7(9) 6_565 . ? C2 C1 C6 91.5(6) 6_565 6_565 ? C2 C1 C6 120.1(8) . 6_565 ? C2 C1 C6 120.1(8) 6_565 . ? C2 C1 C6 91.5(6) . . ? C6 C1 C6 57.9(9) 6_565 . ? C2 C1 P1 119.3(6) 6_565 . ? C2 C1 P1 119.3(6) . . ? C6 C1 P1 120.6(6) 6_565 . ? C6 C1 P1 120.6(6) . . ? C5 C4 C5 57.4(10) 6_565 . ? C5 C4 C3 119.8(8) 6_565 . ? C5 C4 C3 90.6(7) . . ? C5 C4 C3 90.6(7) 6_565 6_565 ? C5 C4 C3 119.8(8) . 6_565 ? C3 C4 C3 61.0(9) . 6_565 ? C5 C4 C7 121.9(7) 6_565 . ? C5 C4 C7 121.9(7) . . ? C3 C4 C7 118.3(7) . . ? C3 C4 C7 118.3(7) 6_565 . ? C3 C2 C1 120.4(8) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 119.3(9) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C4 C5 C6 120.9(9) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 119.4(8) . . ? C5 C6 H6 120.3 . . ? C1 C6 H6 120.3 . . ? O4 C7 O4 67.0(10) 6_565 . ? O4 C7 O5 90.8(7) 6_565 6_565 ? O4 C7 O5 126.8(8) . 6_565 ? O4 C7 O5 126.8(8) 6_565 . ? O4 C7 O5 90.8(7) . . ? O5 C7 O5 64.1(10) 6_565 . ? O4 C7 C4 117.2(7) 6_565 . ? O4 C7 C4 117.2(7) . . ? O5 C7 C4 116.0(7) 6_565 . ? O5 C7 C4 116.0(7) . . ? C7 O4 H4 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 O2 P1 O1 Cu1 131.2(3) 6_565 . . 7_455 ? O2 P1 O1 Cu1 6.1(4) . . . 7_455 ? C1 P1 O1 Cu1 -111.3(3) . . . 7_455 ? O2 P1 O1 Cu1 -6.1(4) 6_565 . . 3_455 ? O2 P1 O1 Cu1 -131.2(2) . . . 3_455 ? C1 P1 O1 Cu1 111.3(3) . . . 3_455 ? O2 P1 O2 Cu1 -113.8(2) 6_565 . . . ? O1 P1 O2 Cu1 10.9(3) . . . . ? C1 P1 O2 Cu1 127.3(3) . . . . ? O2 Cu1 O2 P1 45.20(18) 2 . . . ? O1 Cu1 O2 P1 -67.9(6) 7_455 . . . ? O1 Cu1 O2 P1 -148.9(3) 3_545 . . . ? Cu1 Cu1 O2 P1 129.1(3) 7 . . . ? Cu1 Cu1 O2 P1 -15.5(2) 7_455 . . . ? Cu1 Cu1 O2 P1 -134.80(18) 5 . . . ? O2 P1 C1 C2 85.2(6) 6_565 . . 6_565 ? O2 P1 C1 C2 -153.6(5) . . . 6_565 ? O1 P1 C1 C2 -34.2(5) . . . 6_565 ? O2 P1 C1 C2 153.6(5) 6_565 . . . ? O2 P1 C1 C2 -85.2(6) . . . . ? O1 P1 C1 C2 34.2(5) . . . . ? O2 P1 C1 C6 -26.4(6) 6_565 . . 6_565 ? O2 P1 C1 C6 94.8(5) . . . 6_565 ? O1 P1 C1 C6 -145.8(5) . . . 6_565 ? O2 P1 C1 C6 -94.8(5) 6_565 . . . ? O2 P1 C1 C6 26.4(6) . . . . ? O1 P1 C1 C6 145.8(5) . . . . ? C2 C1 C2 C3 -72.9(10) 6_565 . . . ? C6 C1 C2 C3 -1.4(12) 6_565 . . . ? C6 C1 C2 C3 51.9(10) . . . . ? P1 C1 C2 C3 178.6(7) . . . . ? C1 C2 C3 C4 3.1(14) . . . . ? C5 C4 C3 C2 -3.8(13) 6_565 . . . ? C5 C4 C3 C2 -55.8(10) . . . . ? C3 C4 C3 C2 68.5(10) 6_565 . . . ? C7 C4 C3 C2 177.0(7) . . . . ? C5 C4 C5 C6 -71.9(10) 6_565 . . . ? C3 C4 C5 C6 53.8(10) . . . . ? C3 C4 C5 C6 -2.6(13) 6_565 . . . ? C7 C4 C5 C6 178.2(8) . . . . ? C4 C5 C6 C1 0.8(14) . . . . ? C2 C1 C6 C5 -0.1(12) 6_565 . . . ? C2 C1 C6 C5 -54.3(10) . . . . ? C6 C1 C6 C5 70.8(10) 6_565 . . . ? P1 C1 C6 C5 179.9(7) . . . . ? C5 C4 C7 O4 107.3(10) 6_565 . . 6_565 ? C5 C4 C7 O4 176.1(8) . . . 6_565 ? C3 C4 C7 O4 -73.5(8) . . . 6_565 ? C3 C4 C7 O4 -3.1(9) 6_565 . . 6_565 ? C5 C4 C7 O4 -176.1(8) 6_565 . . . ? C5 C4 C7 O4 -107.3(10) . . . . ? C3 C4 C7 O4 3.1(9) . . . . ? C3 C4 C7 O4 73.5(8) 6_565 . . . ? C5 C4 C7 O5 1.8(10) 6_565 . . 6_565 ? C5 C4 C7 O5 70.6(8) . . . 6_565 ? C3 C4 C7 O5 -179.0(8) . . . 6_565 ? C3 C4 C7 O5 -108.6(9) 6_565 . . 6_565 ? C5 C4 C7 O5 -70.6(8) 6_565 . . . ? C5 C4 C7 O5 -1.8(10) . . . . ? C3 C4 C7 O5 108.6(9) . . . . ? C3 C4 C7 O5 179.0(8) 6_565 . . . ? 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 O4 H4 O5 0.84 1.82 2.645(12) 165.4 2_556 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.216 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.202 _database_code_depnum_ccdc_archive 'CCDC 808523'