# 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_aaa _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H11 Co O5 P' _chemical_formula_sum 'C13 H11 Co O5 P' _chemical_formula_weight 337.12 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 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 42.434(5) _cell_length_b 7.4178(8) _cell_length_c 8.2223(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.528(2) _cell_angle_gamma 90.00 _cell_volume 2580.0(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3014 _cell_measurement_theta_min 2.752 _cell_measurement_theta_max 27.52 _exptl_crystal_description sheet-like _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.736 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 1.469 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.710 _exptl_absorpt_correction_T_max 0.891 _exptl_absorpt_process_details 'SADABS(Bruker, 2000)' _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 'Bruker APEX DUO' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6940 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_unetI/netI 0.0276 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2274 _reflns_number_gt 2025 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _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^)+(0.0504P)^2^+33.6943P] 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 2243 _refine_ls_number_parameters 218 _refine_ls_number_restraints 130 _refine_ls_R_factor_all 0.0570 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1348 _refine_ls_wR_factor_gt 0.1318 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.123 _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 Co1 Co 0.247075(14) 0.45112(8) -0.00030(7) 0.0130(2) Uani 1 1 d . . . P1 P 0.21196(3) 0.74825(16) 0.19933(15) 0.0127(3) Uani 1 1 d . . . C1 C 0.10429(12) 0.7942(8) 0.2321(7) 0.0237(12) Uani 1 1 d . . . C2 C 0.11544(13) 0.7510(7) 0.0755(7) 0.0225(11) Uani 1 1 d . A . C3 C 0.14915(12) 0.7425(6) 0.0646(6) 0.0169(10) Uani 1 1 d . . . C4 C 0.16985(11) 0.7734(6) 0.2070(6) 0.0143(10) Uani 1 1 d . A . C5 C 0.15798(12) 0.8183(7) 0.3532(6) 0.0202(11) Uani 1 1 d . . . H5 H 0.1721 0.8411 0.4466 0.024 Uiso 1 1 calc R A . C6 C 0.12503(12) 0.8304(8) 0.3649(7) 0.0240(11) Uani 1 1 d . A . H6 H 0.1171 0.8639 0.4655 0.029 Uiso 1 1 calc R . . C7 C 0.09539(13) 0.7141(8) -0.0646(7) 0.0291(13) Uani 1 1 d . . . H7 H 0.0731 0.7176 -0.0582 0.035 Uiso 1 1 calc R A . C8 C 0.10724(14) 0.6733(9) -0.2103(7) 0.0331(14) Uani 1 1 d . A . H8 H 0.0932 0.6487 -0.3034 0.040 Uiso 1 1 calc R . . C9 C 0.14010(13) 0.6676(8) -0.2228(7) 0.0271(12) Uani 1 1 d . . . H9 H 0.1482 0.6400 -0.3244 0.032 Uiso 1 1 calc R A . C10 C 0.16023(12) 0.7018(7) -0.0896(6) 0.0232(11) Uani 1 1 d . A . H10 H 0.1824 0.6983 -0.1000 0.028 Uiso 1 1 calc R . . O1 O 0.21817(8) 0.5608(5) 0.1357(4) 0.0205(8) Uani 1 1 d . . . O2 O 0.22351(8) 0.8990(5) 0.0980(4) 0.0220(8) Uani 1 1 d . . . O3 O 0.22714(8) 0.7587(4) 0.3768(4) 0.0161(7) Uani 1 1 d . . . C11 C 0.06957(13) 0.8052(9) 0.2536(8) 0.0384(10) Uani 0.617(6) 1 d PDU A 1 O4 O 0.04992(15) 0.8657(13) 0.1487(9) 0.0494(18) Uani 0.617(6) 1 d PDU A 1 O5 O 0.06266(15) 0.7487(11) 0.3953(8) 0.0403(13) Uani 0.617(6) 1 d PDU A 1 C12 C 0.0288(2) 0.7553(19) 0.4239(13) 0.0470(18) Uani 0.617(6) 1 d PDU A 1 H12A H 0.0213 0.8818 0.4217 0.056 Uiso 0.617(6) 1 calc PR A 1 H12B H 0.0163 0.6877 0.3373 0.056 Uiso 0.617(6) 1 calc PR A 1 C13 C 0.0249(3) 0.680(2) 0.5726(14) 0.058(3) Uani 0.617(6) 1 d PDU A 1 H13A H 0.0025 0.6846 0.5938 0.087 Uiso 0.617(6) 1 calc PR A 1 H13B H 0.0374 0.7477 0.6576 0.087 Uiso 0.617(6) 1 calc PR A 1 H13C H 0.0320 0.5546 0.5733 0.087 Uiso 0.617(6) 1 calc PR A 1 C11' C 0.06957(13) 0.8052(9) 0.2536(8) 0.0384(10) Uani 0.383(6) 1 d PDU A 2 O4' O 0.0491(2) 0.7121(18) 0.1803(14) 0.045(2) Uani 0.383(6) 1 d PDU A 2 O5' O 0.0638(2) 0.8763(18) 0.3990(11) 0.0413(15) Uani 0.383(6) 1 d PDU A 2 C12' C 0.0313(3) 0.880(3) 0.4398(17) 0.045(2) Uani 0.383(6) 1 d PDU A 2 H12C H 0.0248 1.0075 0.4530 0.054 Uiso 0.383(6) 1 calc PR A 2 H12D H 0.0177 0.8288 0.3478 0.054 Uiso 0.383(6) 1 calc PR A 2 C13' C 0.0259(4) 0.787(3) 0.581(2) 0.057(3) Uani 0.383(6) 1 d PDU A 2 H13D H 0.0036 0.7966 0.6016 0.085 Uiso 0.383(6) 1 calc PR A 2 H13E H 0.0390 0.8375 0.6730 0.085 Uiso 0.383(6) 1 calc PR A 2 H13F H 0.0314 0.6594 0.5673 0.085 Uiso 0.383(6) 1 calc PR A 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 Co1 0.0153(3) 0.0097(3) 0.0145(4) 0.0002(3) 0.0032(2) -0.0002(2) P1 0.0125(6) 0.0122(6) 0.0136(6) -0.0002(5) 0.0012(5) -0.0002(4) C1 0.017(2) 0.027(3) 0.028(3) 0.004(2) 0.006(2) 0.003(2) C2 0.021(3) 0.019(3) 0.028(3) 0.000(2) 0.000(2) 0.000(2) C3 0.019(2) 0.012(2) 0.019(3) 0.000(2) 0.0004(19) -0.0011(18) C4 0.015(2) 0.013(2) 0.016(2) 0.0020(19) 0.0019(18) 0.0016(18) C5 0.025(3) 0.021(3) 0.014(2) -0.003(2) 0.001(2) -0.001(2) C6 0.023(3) 0.026(3) 0.023(3) 0.000(2) 0.005(2) 0.004(2) C7 0.020(3) 0.035(3) 0.031(3) 0.000(3) -0.007(2) -0.002(2) C8 0.033(3) 0.039(4) 0.025(3) -0.001(3) -0.011(2) -0.001(3) C9 0.033(3) 0.027(3) 0.021(3) -0.002(2) 0.001(2) 0.004(2) C10 0.023(3) 0.024(3) 0.022(3) 0.001(2) 0.000(2) 0.001(2) O1 0.0212(17) 0.0186(18) 0.0218(18) -0.0059(15) 0.0017(14) 0.0017(14) O2 0.0191(17) 0.025(2) 0.0215(18) 0.0044(16) 0.0008(14) -0.0082(15) O3 0.0209(17) 0.0134(17) 0.0141(17) 0.0022(13) 0.0014(13) 0.0018(13) C11 0.0180(19) 0.058(3) 0.039(2) -0.003(2) 0.0057(16) 0.003(2) O4 0.021(3) 0.081(5) 0.046(4) 0.005(4) 0.001(3) 0.013(3) O5 0.019(2) 0.059(3) 0.044(2) 0.000(3) 0.008(2) 0.004(2) C12 0.021(3) 0.067(4) 0.054(3) -0.004(4) 0.009(3) 0.003(4) C13 0.031(4) 0.080(7) 0.065(5) -0.003(6) 0.019(4) -0.004(6) C11' 0.0180(19) 0.058(3) 0.039(2) -0.003(2) 0.0057(16) 0.003(2) O4' 0.021(4) 0.069(5) 0.044(5) -0.011(4) 0.007(4) -0.001(4) O5' 0.019(3) 0.062(3) 0.044(3) -0.008(3) 0.009(2) 0.002(3) C12' 0.020(3) 0.066(5) 0.051(4) -0.009(4) 0.010(3) 0.004(4) C13' 0.035(5) 0.073(7) 0.063(6) -0.003(6) 0.013(5) 0.000(6) _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 Co1 O2 1.897(3) 7_565 ? Co1 O1 1.906(3) . ? Co1 O3 2.006(3) 6_565 ? Co1 O3 2.022(3) 4_545 ? Co1 Co1 2.9940(13) 7 ? P1 O2 1.500(4) . ? P1 O1 1.516(4) . ? P1 O3 1.550(3) . ? P1 C4 1.803(5) . ? C1 C6 1.374(8) . ? C1 C2 1.442(8) . ? C1 C11 1.500(7) . ? C2 C7 1.404(8) . ? C2 C3 1.442(7) . ? C3 C10 1.419(7) . ? C3 C4 1.426(7) . ? C4 C5 1.380(7) . ? C5 C6 1.412(7) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.369(8) . ? C7 H7 0.9500 . ? C8 C9 1.407(8) . ? C8 H8 0.9500 . ? C9 C10 1.359(7) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? O2 Co1 1.897(3) 7_565 ? O3 Co1 2.006(3) 6_566 ? O3 Co1 2.022(3) 4 ? C11 O4 1.236(8) . ? C11 O5 1.293(8) . ? O5 C12 1.475(9) . ? C12 C13 1.366(14) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? O5' C12' 1.448(10) . ? C12' C13' 1.386(15) . ? C12' H12C 0.9900 . ? C12' H12D 0.9900 . ? C13' H13D 0.9800 . ? C13' H13E 0.9800 . ? C13' H13F 0.9800 . ? 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 O1 118.27(16) 7_565 . ? O2 Co1 O3 120.45(14) 7_565 6_565 ? O1 Co1 O3 111.19(14) . 6_565 ? O2 Co1 O3 106.15(14) 7_565 4_545 ? O1 Co1 O3 110.76(14) . 4_545 ? O3 Co1 O3 83.98(14) 6_565 4_545 ? O2 Co1 Co1 121.84(12) 7_565 7 ? O1 Co1 Co1 118.79(11) . 7 ? O3 Co1 Co1 42.20(10) 6_565 7 ? O3 Co1 Co1 41.78(9) 4_545 7 ? O2 P1 O1 114.8(2) . . ? O2 P1 O3 110.86(19) . . ? O1 P1 O3 107.46(19) . . ? O2 P1 C4 108.1(2) . . ? O1 P1 C4 107.9(2) . . ? O3 P1 C4 107.5(2) . . ? C6 C1 C2 121.2(5) . . ? C6 C1 C11 118.0(5) . . ? C2 C1 C11 120.8(5) . . ? C7 C2 C3 118.7(5) . . ? C7 C2 C1 123.7(5) . . ? C3 C2 C1 117.5(5) . . ? C10 C3 C4 122.8(4) . . ? C10 C3 C2 117.7(5) . . ? C4 C3 C2 119.5(5) . . ? C5 C4 C3 120.7(4) . . ? C5 C4 P1 119.1(4) . . ? C3 C4 P1 120.2(4) . . ? C4 C5 C6 120.4(5) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 120.6(5) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C8 C7 C2 121.3(5) . . ? C8 C7 H7 119.3 . . ? C2 C7 H7 119.3 . . ? C7 C8 C9 120.4(5) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 119.9(5) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C3 121.9(5) . . ? C9 C10 H10 119.1 . . ? C3 C10 H10 119.1 . . ? P1 O1 Co1 137.0(2) . . ? P1 O2 Co1 158.0(2) . 7_565 ? P1 O3 Co1 124.26(19) . 6_566 ? P1 O3 Co1 132.5(2) . 4 ? Co1 O3 Co1 96.02(14) 6_566 4 ? O4 C11 O5 123.9(6) . . ? O4 C11 C1 123.5(6) . . ? O5 C11 C1 112.6(6) . . ? C11 O5 C12 115.2(7) . . ? C13 C12 O5 108.5(8) . . ? C13 C12 H12A 110.0 . . ? O5 C12 H12A 110.0 . . ? C13 C12 H12B 110.0 . . ? O5 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C13' C12' O5' 113.9(11) . . ? C13' C12' H12C 108.8 . . ? O5' C12' H12C 108.8 . . ? C13' C12' H12D 108.8 . . ? O5' C12' H12D 108.8 . . ? H12C C12' H12D 107.7 . . ? C12' C13' H13D 109.5 . . ? C12' C13' H13E 109.5 . . ? H13D C13' H13E 109.5 . . ? C12' C13' H13F 109.5 . . ? H13D C13' H13F 109.5 . . ? H13E C13' H13F 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 C6 C1 C2 C7 -179.5(5) . . . . ? C11 C1 C2 C7 -1.0(9) . . . . ? C6 C1 C2 C3 1.6(8) . . . . ? C11 C1 C2 C3 -179.9(5) . . . . ? C7 C2 C3 C10 1.6(7) . . . . ? C1 C2 C3 C10 -179.4(5) . . . . ? C7 C2 C3 C4 -177.9(5) . . . . ? C1 C2 C3 C4 1.1(7) . . . . ? C10 C3 C4 C5 177.9(5) . . . . ? C2 C3 C4 C5 -2.6(7) . . . . ? C10 C3 C4 P1 -3.8(7) . . . . ? C2 C3 C4 P1 175.7(4) . . . . ? O2 P1 C4 C5 -112.0(4) . . . . ? O1 P1 C4 C5 123.4(4) . . . . ? O3 P1 C4 C5 7.7(5) . . . . ? O2 P1 C4 C3 69.7(4) . . . . ? O1 P1 C4 C3 -54.9(4) . . . . ? O3 P1 C4 C3 -170.6(4) . . . . ? C3 C4 C5 C6 1.4(8) . . . . ? P1 C4 C5 C6 -176.9(4) . . . . ? C2 C1 C6 C5 -2.9(9) . . . . ? C11 C1 C6 C5 178.6(5) . . . . ? C4 C5 C6 C1 1.4(8) . . . . ? C3 C2 C7 C8 -0.9(8) . . . . ? C1 C2 C7 C8 -179.8(6) . . . . ? C2 C7 C8 C9 -0.1(10) . . . . ? C7 C8 C9 C10 0.4(9) . . . . ? C8 C9 C10 C3 0.4(9) . . . . ? C4 C3 C10 C9 178.1(5) . . . . ? C2 C3 C10 C9 -1.4(8) . . . . ? O2 P1 O1 Co1 23.6(4) . . . . ? O3 P1 O1 Co1 -100.2(3) . . . . ? C4 P1 O1 Co1 144.1(3) . . . . ? O2 Co1 O1 P1 -3.0(4) 7_565 . . . ? O3 Co1 O1 P1 -148.7(3) 6_565 . . . ? O3 Co1 O1 P1 119.8(3) 4_545 . . . ? Co1 Co1 O1 P1 165.2(3) 7 . . . ? O1 P1 O2 Co1 -66.6(7) . . . 7_565 ? O3 P1 O2 Co1 55.3(7) . . . 7_565 ? C4 P1 O2 Co1 172.9(6) . . . 7_565 ? O2 P1 O3 Co1 -131.8(2) . . . 6_566 ? O1 P1 O3 Co1 -5.7(3) . . . 6_566 ? C4 P1 O3 Co1 110.3(3) . . . 6_566 ? O2 P1 O3 Co1 11.1(3) . . . 4 ? O1 P1 O3 Co1 137.2(3) . . . 4 ? C4 P1 O3 Co1 -106.9(3) . . . 4 ? C6 C1 C11 O4 141.9(8) . . . . ? C2 C1 C11 O4 -36.7(10) . . . . ? C6 C1 C11 O5 -36.5(9) . . . . ? C2 C1 C11 O5 145.0(7) . . . . ? O4 C11 O5 C12 1.9(13) . . . . ? C1 C11 O5 C12 -179.7(8) . . . . ? C11 O5 C12 C13 175.7(11) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.237 _refine_diff_density_min -0.738 _refine_diff_density_rms 0.114 _database_code_depnum_ccdc_archive 'CCDC 951592' ####################################################################### # # 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_sad _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H32 Co2 N2 O11 P2' _chemical_formula_sum 'C36 H32 Co2 N2 O11 P2' _chemical_formula_weight 848.44 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' 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5694(6) _cell_length_b 18.1971(11) _cell_length_c 21.3531(13) _cell_angle_alpha 90.00 _cell_angle_beta 100.5260(10) _cell_angle_gamma 90.00 _cell_volume 3655.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7337 _cell_measurement_theta_min 2.238 _cell_measurement_theta_max 28.24 _exptl_crystal_description needle-like _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.541 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 1.058 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.827 _exptl_absorpt_correction_T_max 0.900 _exptl_absorpt_process_details 'SADABS(Bruker, 2000)' _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 'Bruker APEX II' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20320 _diffrn_reflns_av_R_equivalents 0.0209 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6407 _reflns_number_gt 5227 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _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^)+(0.0740P)^2^+6.2745P] 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 6407 _refine_ls_number_parameters 525 _refine_ls_number_restraints 487 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1330 _refine_ls_wR_factor_gt 0.1236 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 1.129 _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 Co1 Co 0.83675(5) 0.55326(3) 0.42893(2) 0.02367(16) Uani 1 1 d . . . Co2 Co 1.16447(5) 0.95497(2) 0.07693(2) 0.02319(16) Uani 1 1 d . . . P1 P 1.00508(10) 0.40672(5) 0.42726(4) 0.0239(2) Uani 1 1 d . . . P2 P 1.00791(9) 0.90063(5) -0.06378(4) 0.0234(2) Uani 1 1 d . . . O1 O 0.9030(3) 0.46302(14) 0.39160(12) 0.0325(6) Uani 1 1 d . . . O2 O 1.1488(3) 0.40858(15) 0.40740(13) 0.0345(6) Uani 1 1 d . . . O3 O 1.0142(3) 0.41267(13) 0.49946(12) 0.0279(5) Uani 1 1 d . . . O6 O 1.0167(3) 0.91732(13) 0.00715(11) 0.0266(5) Uani 1 1 d . . . O7 O 1.1506(3) 0.90081(14) -0.08466(13) 0.0348(6) Uani 1 1 d . . . O8 O 0.9004(3) 0.94958(13) -0.10512(12) 0.0300(6) Uani 1 1 d . . . O9 O 0.7788(15) 0.5398(5) -0.0636(5) 0.081(3) Uani 0.65(2) 1 d PDU A 1 O9' O 0.841(2) 0.5297(6) -0.0859(11) 0.076(4) Uani 0.35(2) 1 d PDU A 2 O10 O 0.7029(5) 0.5815(2) -0.1632(2) 0.0833(11) Uani 1 1 d U A . O1W O 0.7512(2) 0.47755(15) 0.49955(10) 0.0276(6) Uani 1 1 d . . . H1A H 0.6762 0.4519 0.4894 0.033 Uiso 1 1 d R . . H1B H 0.8230 0.4500 0.5112 0.033 Uiso 1 1 d R . . N1 N 0.8973(3) 0.62673(18) 0.36127(15) 0.0326(7) Uani 1 1 d . . . N2 N 1.0899(3) 0.88515(17) 0.14408(15) 0.0316(7) Uani 1 1 d . . . C1 C 0.9334(4) 0.3154(2) 0.40729(19) 0.0336(8) Uani 1 1 d U B . C2 C 0.8848(6) 0.2757(3) 0.4534(2) 0.0559(11) Uani 1 1 d U . . H2 H 0.8826 0.2975 0.4926 0.067 Uiso 1 1 calc R . . C3 C 0.8386(7) 0.2033(3) 0.4431(3) 0.0787(14) Uani 1 1 d U B . H3 H 0.8036 0.1787 0.4751 0.094 Uiso 1 1 calc R . . C4 C 0.8434(8) 0.1680(4) 0.3880(4) 0.0896(10) Uani 1 1 d U . . C5 C 0.8922(5) 0.2056(3) 0.3381(3) 0.0557(10) Uani 1 1 d U B . C6 C 0.9032(6) 0.1706(3) 0.2801(3) 0.0684(13) Uani 1 1 d U . . H6 H 0.8811 0.1209 0.2747 0.082 Uiso 1 1 calc R B . C7 C 0.9443(6) 0.2073(4) 0.2341(3) 0.0753(13) Uani 1 1 d U B . H7 H 0.9502 0.1830 0.1964 0.090 Uiso 1 1 calc R . . C8 C 0.9800(6) 0.2826(4) 0.2398(3) 0.0712(13) Uani 1 1 d U . . H8 H 1.0074 0.3074 0.2060 0.085 Uiso 1 1 calc R B . C9 C 0.9743(5) 0.3193(3) 0.2958(2) 0.0543(11) Uani 1 1 d U B . H9 H 0.9970 0.3690 0.2998 0.065 Uiso 1 1 calc R . . C10 C 0.9339(4) 0.2811(2) 0.3468(2) 0.0395(8) Uani 1 1 d U . . C12 C 0.9436(4) 0.80686(19) -0.07347(18) 0.0282(7) Uani 1 1 d U . . C13 C 0.8195(4) 0.7921(2) -0.11482(19) 0.0351(8) Uani 1 1 d U . . H13 H 0.7677 0.8305 -0.1365 0.042 Uiso 1 1 calc R . . C14 C 0.7696(5) 0.7199(2) -0.1247(2) 0.0422(9) Uani 1 1 d U . . H14 H 0.6880 0.7109 -0.1548 0.051 Uiso 1 1 calc R . . C15 C 0.8381(5) 0.6623(2) -0.0912(2) 0.0446(9) Uani 1 1 d U A . C16 C 0.9640(5) 0.6750(2) -0.0452(2) 0.0458(9) Uani 1 1 d U . . C17 C 1.0373(6) 0.6193(3) -0.0061(3) 0.0701(13) Uani 1 1 d U . . H17 H 1.0000 0.5720 -0.0083 0.084 Uiso 1 1 calc R . . C18 C 1.1610(7) 0.6334(3) 0.0347(3) 0.0800(14) Uani 1 1 d U . . H18 H 1.2063 0.5958 0.0601 0.096 Uiso 1 1 calc R . . C19 C 1.2209(6) 0.7034(3) 0.0391(3) 0.0667(13) Uani 1 1 d U . . H19 H 1.3073 0.7119 0.0660 0.080 Uiso 1 1 calc R . . C20 C 1.1520(5) 0.7593(2) 0.0037(2) 0.0479(10) Uani 1 1 d U . . H20 H 1.1920 0.8061 0.0072 0.058 Uiso 1 1 calc R . . C21 C 1.0210(4) 0.7478(2) -0.03825(19) 0.0363(8) Uani 1 1 d U . . C22 C 0.7791(6) 0.5874(3) -0.1054(3) 0.0624(12) Uani 1 1 d DU . . C23 C 0.8722(5) 0.6985(2) 0.3665(2) 0.0414(10) Uani 1 1 d . . . H23 H 0.8345 0.7145 0.4013 0.050 Uiso 1 1 calc R . . C24 C 0.8997(5) 0.7501(2) 0.3228(2) 0.0433(10) Uani 1 1 d . . . H24 H 0.8810 0.7996 0.3285 0.052 Uiso 1 1 calc R . . C25 C 0.9553(4) 0.7278(2) 0.27024(19) 0.0356(9) Uani 1 1 d . . . C26 C 0.9780(5) 0.6535(2) 0.2644(2) 0.0443(10) Uani 1 1 d . . . H26 H 1.0131 0.6358 0.2295 0.053 Uiso 1 1 calc R . . C27 C 0.9485(5) 0.6054(2) 0.3104(2) 0.0418(10) Uani 1 1 d . . . H27 H 0.9654 0.5555 0.3055 0.050 Uiso 1 1 calc R . . C28 C 0.9966(4) 0.7820(2) 0.22477(18) 0.0352(9) Uani 1 1 d . . . C29 C 1.1197(5) 0.7714(2) 0.2005(2) 0.0445(11) Uani 1 1 d . . . H29 H 1.1735 0.7290 0.2106 0.053 Uiso 1 1 calc R . . C30 C 1.1622(5) 0.8235(2) 0.1614(2) 0.0414(10) Uani 1 1 d . . . H30 H 1.2460 0.8154 0.1462 0.050 Uiso 1 1 calc R . . C31 C 0.9192(4) 0.8452(2) 0.2061(2) 0.0434(10) Uani 1 1 d . . . H31 H 0.8347 0.8544 0.2203 0.052 Uiso 1 1 calc R . . C32 C 0.9692(4) 0.8944(2) 0.1660(2) 0.0411(10) Uani 1 1 d . . . H32 H 0.9156 0.9363 0.1536 0.049 Uiso 1 1 calc R . . C33 C 0.6440(8) 0.5112(4) -0.1846(4) 0.0924(17) Uani 1 1 d U . . H33A H 0.5519 0.5179 -0.2117 0.111 Uiso 1 1 calc R A . H33B H 0.6311 0.4817 -0.1482 0.111 Uiso 1 1 calc R . . C34 C 0.7394(11) 0.4740(5) -0.2197(5) 0.132(3) Uani 1 1 d U A . H34A H 0.7003 0.4270 -0.2339 0.158 Uiso 1 1 calc R . . H34B H 0.8301 0.4671 -0.1925 0.158 Uiso 1 1 calc R . . H34C H 0.7510 0.5031 -0.2558 0.158 Uiso 1 1 calc R . . C11 C 0.7940(10) 0.0870(4) 0.3827(4) 0.0984(9) Uani 0.549(7) 1 d PDU B 1 O5 O 0.7427(13) 0.0607(5) 0.3337(5) 0.120(3) Uani 0.549(7) 1 d PDU B 1 O4 O 0.8288(13) 0.0526(5) 0.4348(4) 0.1094(16) Uani 0.549(7) 1 d PDU B 1 C35 C 0.7466(18) -0.0197(8) 0.4086(9) 0.115(2) Uani 0.549(7) 1 d PDU B 1 H35A H 0.6862 -0.0370 0.4374 0.138 Uiso 0.549(7) 1 calc PR B 1 H35B H 0.6887 -0.0114 0.3669 0.138 Uiso 0.549(7) 1 calc PR B 1 C36 C 0.846(2) -0.0654(9) 0.4054(10) 0.131(3) Uani 0.549(7) 1 d PDU B 1 H36A H 0.8079 -0.1143 0.4012 0.157 Uiso 0.549(7) 1 calc PR B 1 H36B H 0.9169 -0.0623 0.4435 0.157 Uiso 0.549(7) 1 calc PR B 1 H36C H 0.8887 -0.0541 0.3692 0.157 Uiso 0.549(7) 1 calc PR B 1 C11' C 0.7940(10) 0.0870(4) 0.3827(4) 0.0984(9) Uani 0.451(7) 1 d PDU B 2 O5' O 0.6694(13) 0.0805(7) 0.3823(7) 0.121(3) Uani 0.451(7) 1 d PDU B 2 O4' O 0.8833(13) 0.0402(6) 0.4098(7) 0.1086(17) Uani 0.451(7) 1 d PDU B 2 C35' C 0.826(2) -0.0314(9) 0.4379(11) 0.114(2) Uani 0.451(7) 1 d PDU B 2 H35C H 0.7882 -0.0202 0.4761 0.136 Uiso 0.451(7) 1 calc PR B 2 H35D H 0.7511 -0.0540 0.4070 0.136 Uiso 0.451(7) 1 calc PR B 2 C36' C 0.934(2) -0.0736(9) 0.4507(12) 0.129(4) Uani 0.451(7) 1 d PDU B 2 H36D H 0.9027 -0.1230 0.4560 0.155 Uiso 0.451(7) 1 calc PR B 2 H36E H 0.9935 -0.0575 0.4893 0.155 Uiso 0.451(7) 1 calc PR B 2 H36F H 0.9858 -0.0719 0.4163 0.155 Uiso 0.451(7) 1 calc PR B 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 Co1 0.0248(3) 0.0239(3) 0.0247(3) 0.00241(18) 0.0110(2) 0.00195(18) Co2 0.0256(3) 0.0214(3) 0.0249(3) 0.00275(18) 0.0109(2) 0.00212(18) P1 0.0245(5) 0.0224(5) 0.0274(5) -0.0027(3) 0.0114(4) -0.0003(3) P2 0.0253(5) 0.0182(4) 0.0289(5) -0.0019(3) 0.0110(4) -0.0008(3) O1 0.0411(16) 0.0298(14) 0.0291(13) 0.0023(11) 0.0131(12) 0.0075(12) O2 0.0278(14) 0.0397(15) 0.0403(15) -0.0147(12) 0.0174(12) -0.0068(11) O3 0.0289(13) 0.0278(13) 0.0286(13) -0.0017(10) 0.0095(10) -0.0018(10) O6 0.0300(13) 0.0230(12) 0.0288(13) 0.0002(10) 0.0106(10) 0.0016(10) O7 0.0304(14) 0.0344(14) 0.0438(15) -0.0132(12) 0.0181(12) -0.0069(11) O8 0.0401(15) 0.0240(13) 0.0277(13) 0.0001(10) 0.0110(11) 0.0055(11) O9 0.106(6) 0.042(4) 0.088(5) 0.016(4) -0.001(4) -0.030(4) O9' 0.092(8) 0.043(5) 0.083(8) 0.005(5) -0.011(6) -0.015(6) O10 0.100(3) 0.0508(19) 0.089(2) -0.0069(18) -0.010(2) -0.0208(18) O1W 0.0259(13) 0.0262(13) 0.0335(14) -0.0002(10) 0.0126(11) 0.0006(10) N1 0.0349(18) 0.0337(18) 0.0322(17) 0.0075(14) 0.0143(14) -0.0015(14) N2 0.0321(17) 0.0337(17) 0.0315(16) 0.0102(13) 0.0124(13) 0.0012(14) C1 0.0323(18) 0.0300(18) 0.0395(19) -0.0051(15) 0.0090(15) -0.0038(15) C2 0.073(3) 0.045(2) 0.052(2) -0.0002(19) 0.019(2) -0.021(2) C3 0.103(3) 0.055(3) 0.077(3) 0.006(2) 0.016(3) -0.035(3) C4 0.103(2) 0.0677(18) 0.0928(19) -0.0047(17) 0.0037(18) -0.0214(18) C5 0.048(2) 0.048(2) 0.066(2) -0.0251(18) -0.0044(19) 0.0024(18) C6 0.057(3) 0.067(3) 0.077(3) -0.037(2) 0.003(2) 0.000(2) C7 0.067(3) 0.090(3) 0.068(2) -0.040(2) 0.011(2) -0.005(2) C8 0.061(3) 0.103(3) 0.054(2) -0.023(2) 0.021(2) -0.017(3) C9 0.044(2) 0.076(3) 0.044(2) -0.0175(19) 0.0119(18) -0.012(2) C10 0.0290(18) 0.0441(19) 0.0453(19) -0.0151(16) 0.0061(15) -0.0001(16) C12 0.0301(17) 0.0207(16) 0.0358(18) -0.0001(13) 0.0108(14) 0.0001(13) C13 0.0325(18) 0.0276(17) 0.044(2) 0.0028(15) 0.0038(15) -0.0021(15) C14 0.040(2) 0.0315(18) 0.052(2) -0.0013(16) 0.0018(17) -0.0082(16) C15 0.050(2) 0.0266(17) 0.056(2) 0.0003(16) 0.0064(17) -0.0079(16) C16 0.052(2) 0.0262(17) 0.056(2) 0.0039(16) 0.0025(17) -0.0019(16) C17 0.079(3) 0.036(2) 0.084(3) 0.014(2) -0.012(2) -0.003(2) C18 0.084(3) 0.049(2) 0.093(3) 0.015(2) -0.021(2) 0.005(2) C19 0.066(2) 0.044(2) 0.078(3) 0.006(2) -0.019(2) 0.0067(19) C20 0.047(2) 0.0299(19) 0.060(2) -0.0014(17) -0.0068(19) 0.0027(17) C21 0.0399(19) 0.0233(16) 0.0447(19) -0.0002(14) 0.0050(15) 0.0018(14) C22 0.074(3) 0.033(2) 0.076(3) 0.000(2) 0.002(2) -0.016(2) C23 0.055(3) 0.037(2) 0.039(2) 0.0049(18) 0.026(2) -0.0018(19) C24 0.055(3) 0.032(2) 0.049(3) 0.0079(19) 0.026(2) -0.0020(19) C25 0.034(2) 0.040(2) 0.035(2) 0.0105(17) 0.0132(17) -0.0054(17) C26 0.057(3) 0.042(2) 0.040(2) 0.0056(19) 0.028(2) -0.002(2) C27 0.054(3) 0.036(2) 0.042(2) 0.0055(18) 0.027(2) -0.0013(19) C28 0.037(2) 0.037(2) 0.034(2) 0.0105(17) 0.0111(17) -0.0061(17) C29 0.042(2) 0.042(2) 0.055(3) 0.023(2) 0.024(2) 0.0082(19) C30 0.041(2) 0.042(2) 0.047(2) 0.0192(19) 0.0243(19) 0.0061(19) C31 0.032(2) 0.054(3) 0.048(2) 0.017(2) 0.0197(19) 0.0042(19) C32 0.036(2) 0.044(2) 0.047(2) 0.0184(19) 0.0163(19) 0.0076(19) C33 0.105(3) 0.061(3) 0.101(3) -0.016(3) -0.008(3) -0.018(3) C34 0.153(6) 0.100(5) 0.135(6) -0.044(4) 0.009(5) -0.001(5) C11 0.1106(16) 0.0774(15) 0.1009(15) -0.0044(14) 0.0030(15) -0.0196(14) O5 0.152(5) 0.073(4) 0.119(4) -0.010(3) -0.014(4) -0.031(4) O4 0.123(3) 0.090(2) 0.112(2) 0.007(2) 0.014(2) -0.014(2) C35 0.125(3) 0.093(3) 0.123(3) 0.004(3) 0.011(3) -0.013(3) C36 0.139(6) 0.117(5) 0.134(6) -0.015(5) 0.019(5) 0.000(4) C11' 0.1106(16) 0.0774(15) 0.1009(15) -0.0044(14) 0.0030(15) -0.0196(14) O5' 0.118(3) 0.099(5) 0.141(6) 0.003(5) 0.007(5) -0.024(4) O4' 0.118(3) 0.089(2) 0.116(3) 0.000(2) 0.015(2) -0.009(2) C35' 0.123(3) 0.095(3) 0.119(3) 0.006(3) 0.012(3) -0.009(3) C36' 0.140(6) 0.106(5) 0.139(7) 0.009(6) 0.018(6) 0.006(5) _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 Co1 O7 1.941(3) 4_576 ? Co1 O1 1.979(3) . ? Co1 O3 1.990(3) 3_766 ? Co1 N1 2.125(3) . ? Co1 O1W 2.301(2) . ? Co2 O2 1.949(3) 2_755 ? Co2 O8 1.975(2) 3_775 ? Co2 O6 1.980(2) . ? Co2 N2 2.134(3) . ? Co2 O1W 2.330(2) 4_675 ? P1 O2 1.511(3) . ? P1 O1 1.521(3) . ? P1 O3 1.532(3) . ? P1 C1 1.818(4) . ? P2 O7 1.512(3) . ? P2 O8 1.516(3) . ? P2 O6 1.532(3) . ? P2 C12 1.813(4) . ? O2 Co2 1.949(3) 2_745 ? O3 Co1 1.990(3) 3_766 ? O7 Co1 1.941(3) 4_675 ? O8 Co2 1.975(2) 3_775 ? O9 C22 1.245(8) . ? O9' C22 1.239(10) . ? O10 C22 1.318(7) . ? O10 C33 1.439(7) . ? O1W Co2 2.330(2) 4_576 ? O1W H1A 0.8501 . ? O1W H1B 0.8500 . ? N1 C27 1.328(5) . ? N1 C23 1.336(5) . ? N2 C32 1.334(5) . ? N2 C30 1.334(5) . ? C1 C2 1.370(6) . ? C1 C10 1.437(5) . ? C2 C3 1.394(7) . ? C2 H2 0.9300 . ? C3 C4 1.348(9) . ? C3 H3 0.9300 . ? C4 C5 1.417(9) . ? C4 C11 1.545(10) . ? C5 C6 1.413(7) . ? C5 C10 1.432(6) . ? C6 C7 1.306(9) . ? C6 H6 0.9300 . ? C7 C8 1.414(9) . ? C7 H7 0.9300 . ? C8 C9 1.379(7) . ? C8 H8 0.9300 . ? C9 C10 1.404(7) . ? C9 H9 0.9300 . ? C12 C13 1.371(5) . ? C12 C21 1.437(5) . ? C13 C14 1.401(5) . ? C13 H13 0.9300 . ? C14 C15 1.367(6) . ? C14 H14 0.9300 . ? C15 C16 1.427(6) . ? C15 C22 1.485(6) . ? C16 C17 1.415(7) . ? C16 C21 1.431(6) . ? C17 C18 1.360(8) . ? C17 H17 0.9300 . ? C18 C19 1.392(8) . ? C18 H18 0.9300 . ? C19 C20 1.364(6) . ? C19 H19 0.9300 . ? C20 C21 1.417(6) . ? C20 H20 0.9300 . ? C23 C24 1.383(5) . ? C23 H23 0.9300 . ? C24 C25 1.387(6) . ? C24 H24 0.9300 . ? C25 C26 1.379(6) . ? C25 C28 1.487(5) . ? C26 C27 1.384(6) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.385(6) . ? C28 C31 1.386(6) . ? C29 C30 1.373(5) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.384(6) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.450(11) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C11 O5 1.174(9) . ? C11 O4 1.267(10) . ? O4 C35 1.583(13) . ? C35 C36 1.276(18) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? O4' C35' 1.577(14) . ? C35' C36' 1.276(19) . ? C35' H35C 0.9700 . ? C35' H35D 0.9700 . ? C36' H36D 0.9600 . ? C36' H36E 0.9600 . ? C36' H36F 0.9600 . ? 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 Co1 O1 130.52(12) 4_576 . ? O7 Co1 O3 119.34(11) 4_576 3_766 ? O1 Co1 O3 109.31(11) . 3_766 ? O7 Co1 N1 89.11(12) 4_576 . ? O1 Co1 N1 95.80(12) . . ? O3 Co1 N1 94.60(12) 3_766 . ? O7 Co1 O1W 85.94(10) 4_576 . ? O1 Co1 O1W 86.88(10) . . ? O3 Co1 O1W 88.49(9) 3_766 . ? N1 Co1 O1W 174.99(11) . . ? O2 Co2 O8 131.14(12) 2_755 3_775 ? O2 Co2 O6 119.06(11) 2_755 . ? O8 Co2 O6 108.21(11) 3_775 . ? O2 Co2 N2 92.02(11) 2_755 . ? O8 Co2 N2 99.01(11) 3_775 . ? O6 Co2 N2 91.09(11) . . ? O2 Co2 O1W 85.16(9) 2_755 4_675 ? O8 Co2 O1W 85.71(10) 3_775 4_675 ? O6 Co2 O1W 86.95(9) . 4_675 ? N2 Co2 O1W 175.25(11) . 4_675 ? O2 P1 O1 112.24(16) . . ? O2 P1 O3 113.14(15) . . ? O1 P1 O3 111.70(14) . . ? O2 P1 C1 106.16(16) . . ? O1 P1 C1 108.53(17) . . ? O3 P1 C1 104.50(16) . . ? O7 P2 O8 112.36(16) . . ? O7 P2 O6 113.69(15) . . ? O8 P2 O6 111.58(14) . . ? O7 P2 C12 105.92(16) . . ? O8 P2 C12 107.85(16) . . ? O6 P2 C12 104.81(15) . . ? P1 O1 Co1 125.52(16) . . ? P1 O2 Co2 144.49(16) . 2_745 ? P1 O3 Co1 134.15(15) . 3_766 ? P2 O6 Co2 135.65(15) . . ? P2 O7 Co1 144.15(16) . 4_675 ? P2 O8 Co2 123.83(15) . 3_775 ? C22 O10 C33 119.2(5) . . ? Co1 O1W Co2 111.39(11) . 4_576 ? Co1 O1W H1A 123.0 . . ? Co2 O1W H1A 94.4 4_576 . ? Co1 O1W H1B 100.4 . . ? Co2 O1W H1B 118.5 4_576 . ? H1A O1W H1B 110.5 . . ? C27 N1 C23 117.0(3) . . ? C27 N1 Co1 124.0(3) . . ? C23 N1 Co1 118.8(3) . . ? C32 N2 C30 116.6(3) . . ? C32 N2 Co2 125.3(3) . . ? C30 N2 Co2 117.9(2) . . ? C2 C1 C10 118.4(4) . . ? C2 C1 P1 118.4(3) . . ? C10 C1 P1 123.0(3) . . ? C1 C2 C3 121.6(5) . . ? C1 C2 H2 119.2 . . ? C3 C2 H2 119.2 . . ? C4 C3 C2 121.9(6) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 119.6(6) . . ? C3 C4 C11 117.4(7) . . ? C5 C4 C11 123.0(6) . . ? C6 C5 C4 121.9(5) . . ? C6 C5 C10 118.8(5) . . ? C4 C5 C10 119.3(5) . . ? C7 C6 C5 120.6(6) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 122.2(5) . . ? C6 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C9 C8 C7 119.8(6) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 C10 119.4(5) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C9 C10 C5 119.0(4) . . ? C9 C10 C1 121.9(4) . . ? C5 C10 C1 119.1(4) . . ? C13 C12 C21 119.6(3) . . ? C13 C12 P2 119.6(3) . . ? C21 C12 P2 120.8(3) . . ? C12 C13 C14 120.8(4) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C15 C14 C13 121.5(4) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C14 C15 C16 120.1(4) . . ? C14 C15 C22 117.9(4) . . ? C16 C15 C22 122.0(4) . . ? C17 C16 C15 123.8(4) . . ? C17 C16 C21 117.6(4) . . ? C15 C16 C21 118.6(4) . . ? C18 C17 C16 121.5(5) . . ? C18 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? C17 C18 C19 121.0(5) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C20 C19 C18 119.7(5) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C19 C20 C21 121.4(4) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C20 C21 C16 118.7(4) . . ? C20 C21 C12 122.2(4) . . ? C16 C21 C12 119.2(4) . . ? O9' C22 O9 39.9(9) . . ? O9' C22 O10 113.2(9) . . ? O9 C22 O10 122.8(6) . . ? O9' C22 C15 124.7(9) . . ? O9 C22 C15 122.9(6) . . ? O10 C22 C15 113.0(4) . . ? N1 C23 C24 123.2(4) . . ? N1 C23 H23 118.4 . . ? C24 C23 H23 118.4 . . ? C23 C24 C25 119.7(4) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C26 C25 C24 116.8(3) . . ? C26 C25 C28 121.7(4) . . ? C24 C25 C28 121.4(4) . . ? C25 C26 C27 120.0(4) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? N1 C27 C26 123.3(4) . . ? N1 C27 H27 118.4 . . ? C26 C27 H27 118.4 . . ? C29 C28 C31 117.0(3) . . ? C29 C28 C25 119.8(4) . . ? C31 C28 C25 123.1(4) . . ? C30 C29 C28 119.8(4) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? N2 C30 C29 123.7(4) . . ? N2 C30 H30 118.2 . . ? C29 C30 H30 118.2 . . ? C32 C31 C28 119.2(4) . . ? C32 C31 H31 120.4 . . ? C28 C31 H31 120.4 . . ? N2 C32 C31 123.7(4) . . ? N2 C32 H32 118.2 . . ? C31 C32 H32 118.2 . . ? O10 C33 C34 109.4(7) . . ? O10 C33 H33A 109.8 . . ? C34 C33 H33A 109.8 . . ? O10 C33 H33B 109.8 . . ? C34 C33 H33B 109.8 . . ? H33A C33 H33B 108.2 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O5 C11 O4 125.6(9) . . ? O5 C11 C4 121.8(9) . . ? O4 C11 C4 112.3(8) . . ? C11 O4 C35 93.8(10) . . ? C36 C35 O4 103.5(13) . . ? C36 C35 H35A 111.1 . . ? O4 C35 H35A 111.1 . . ? C36 C35 H35B 111.1 . . ? O4 C35 H35B 111.1 . . ? H35A C35 H35B 109.0 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C36' C35' O4' 104.6(14) . . ? C36' C35' H35C 110.8 . . ? O4' C35' H35C 110.8 . . ? C36' C35' H35D 110.8 . . ? O4' C35' H35D 110.8 . . ? H35C C35' H35D 108.9 . . ? C35' C36' H36D 109.5 . . ? C35' C36' H36E 109.5 . . ? H36D C36' H36E 109.5 . . ? C35' C36' H36F 109.5 . . ? H36D C36' H36F 109.5 . . ? H36E C36' H36F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.881 _refine_diff_density_min -0.764 _refine_diff_density_rms 0.080 _database_code_depnum_ccdc_archive 'CCDC 951593' ####################################################################### # # 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_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H15 Co N3 O5 P' _chemical_formula_sum 'C19 H15 Co N3 O5 P' _chemical_formula_weight 455.24 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' 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 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.349(4) _cell_length_b 5.0768(7) _cell_length_c 28.228(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.515(2) _cell_angle_gamma 90.00 _cell_volume 3856.6(9) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle-like _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.568 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 1.010 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.785 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details 'SADABS(Bruker, 2000)' _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 'Bruker APEX II' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10912 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_unetI/netI 0.0384 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3799 _reflns_number_gt 3053 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _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^)+(0.0549P)^2^+2.5334P] 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 3789 _refine_ls_number_parameters 263 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0473 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.0986 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 1.009 _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 0.196651(11) 0.27605(6) 0.206776(12) 0.03014(12) Uani 1 1 d . . . P1 P 0.18668(2) -0.21061(12) 0.26123(2) 0.02908(16) Uani 1 1 d . . . C1 C 0.15089(8) -0.1154(5) 0.29793(9) 0.0313(5) Uani 1 1 d . . . C2 C 0.11310(9) 0.0605(6) 0.27669(10) 0.0409(6) Uani 1 1 d . . . H2 H 0.1057 0.1231 0.2435 0.049 Uiso 1 1 calc R . . C3 C 0.08517(10) 0.1489(6) 0.30376(11) 0.0471(7) Uani 1 1 d . . . H3 H 0.0592 0.2664 0.2878 0.057 Uiso 1 1 calc R . . C4 C 0.09497(10) 0.0671(6) 0.35298(10) 0.0426(6) Uani 1 1 d . . . C5 C 0.13417(10) -0.1192(6) 0.37732(10) 0.0436(6) Uani 1 1 d U . . C6 C 0.14712(15) -0.2156(8) 0.42850(13) 0.0724(10) Uani 1 1 d U . . H6 H 0.1300 -0.1555 0.4479 0.087 Uiso 1 1 calc R . . C7 C 0.18419(17) -0.3942(10) 0.44917(15) 0.0962(13) Uani 1 1 d U . . H7 H 0.1923 -0.4531 0.4828 0.115 Uiso 1 1 calc R . . C8 C 0.21070(16) -0.4924(10) 0.42111(14) 0.0881(12) Uani 1 1 d U . . H8 H 0.2356 -0.6170 0.4357 0.106 Uiso 1 1 calc R . . C9 C 0.19940(12) -0.4029(7) 0.37216(12) 0.0606(9) Uani 1 1 d U . . H9 H 0.2169 -0.4685 0.3536 0.073 Uiso 1 1 calc R . . C10 C 0.16190(10) -0.2134(5) 0.34896(10) 0.0384(6) Uani 1 1 d . . . C11 C 0.06388(12) 0.1795(7) 0.37946(12) 0.0532(8) Uani 1 1 d . . . C12 C 0.17097(10) 0.5539(6) 0.10612(10) 0.0461(7) Uani 1 1 d . . . H12 H 0.2000 0.6459 0.1248 0.055 Uiso 1 1 calc R . . C13 C 0.14439(11) 0.6178(6) 0.05491(11) 0.0510(7) Uani 1 1 d . . . H13 H 0.1553 0.7510 0.0394 0.061 Uiso 1 1 calc R . . C14 C 0.10128(10) 0.4810(6) 0.02705(10) 0.0478(7) Uani 1 1 d . . . H14 H 0.0829 0.5210 -0.0075 0.057 Uiso 1 1 calc R . . C15 C 0.08569(10) 0.2843(5) 0.05095(9) 0.0381(6) Uani 1 1 d . . . C16 C 0.11481(10) 0.2315(5) 0.10298(10) 0.0381(6) Uani 1 1 d . . . H16 H 0.1047 0.0988 0.1194 0.046 Uiso 1 1 calc R . . C17 C 0.04005(10) 0.1319(6) 0.02384(9) 0.0407(6) Uani 1 1 d . . . C18 C -0.00420(16) 0.4610(10) 0.36817(16) 0.0889(13) Uani 1 1 d . . . H18A H 0.0156 0.5645 0.3983 0.107 Uiso 1 1 calc R . . H18B H -0.0228 0.3317 0.3785 0.107 Uiso 1 1 calc R . . C19 C -0.03823(15) 0.6318(9) 0.32805(16) 0.0853(13) Uani 1 1 d . . . H19A H -0.0198 0.7701 0.3206 0.128 Uiso 1 1 calc R . . H19B H -0.0618 0.7073 0.3398 0.128 Uiso 1 1 calc R . . H19C H -0.0555 0.5306 0.2973 0.128 Uiso 1 1 calc R . . N1 N 0.15636(8) 0.3633(4) 0.13002(8) 0.0375(5) Uani 1 1 d . . . N2 N 0.00937(9) 0.2169(5) -0.02297(9) 0.0511(7) Uani 1 1 d . . . N3 N -0.03169(9) 0.0798(5) -0.04750(8) 0.0512(6) Uani 1 1 d . . . O1 O 0.16680(6) -0.0606(3) 0.21004(6) 0.0351(4) Uani 1 1 d . . . O2 O 0.18034(7) -0.5033(3) 0.25286(7) 0.0444(5) Uani 1 1 d . . . O3 O 0.24016(6) -0.1309(4) 0.29394(7) 0.0442(5) Uani 1 1 d . . . O4 O 0.02779(9) 0.3299(5) 0.34770(9) 0.0690(7) Uani 1 1 d . . . O5 O 0.06975(10) 0.1433(6) 0.42368(9) 0.0826(8) 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 Co1 0.02903(19) 0.0361(2) 0.02640(19) -0.00162(13) 0.01223(14) -0.00368(13) P1 0.0300(3) 0.0304(3) 0.0317(3) -0.0012(2) 0.0173(3) -0.0005(2) C1 0.0287(12) 0.0352(13) 0.0335(13) -0.0025(10) 0.0160(10) -0.0039(10) C2 0.0424(14) 0.0509(17) 0.0358(14) 0.0083(12) 0.0224(12) 0.0077(12) C3 0.0435(15) 0.0577(18) 0.0481(17) 0.0064(14) 0.0268(13) 0.0134(13) C4 0.0438(14) 0.0506(17) 0.0438(15) -0.0054(13) 0.0285(13) -0.0008(12) C5 0.0488(15) 0.0533(17) 0.0369(14) -0.0003(12) 0.0256(12) -0.0003(13) C6 0.085(2) 0.100(3) 0.0468(18) 0.0195(17) 0.0414(18) 0.0263(19) C7 0.108(3) 0.141(4) 0.056(2) 0.047(2) 0.050(2) 0.048(3) C8 0.094(3) 0.121(3) 0.061(2) 0.046(2) 0.0425(19) 0.054(2) C9 0.0628(19) 0.079(2) 0.0503(18) 0.0213(16) 0.0338(16) 0.0259(17) C10 0.0394(14) 0.0455(15) 0.0342(14) 0.0021(11) 0.0188(11) 0.0012(11) C11 0.0578(18) 0.061(2) 0.0540(19) -0.0124(15) 0.0361(16) -0.0003(15) C12 0.0432(15) 0.0547(17) 0.0369(15) 0.0014(13) 0.0125(12) -0.0115(13) C13 0.0521(17) 0.0613(19) 0.0409(16) 0.0121(14) 0.0197(14) -0.0104(15) C14 0.0486(16) 0.0633(19) 0.0277(14) 0.0104(13) 0.0111(12) -0.0005(14) C15 0.0373(13) 0.0482(16) 0.0254(13) 0.0008(11) 0.0090(11) -0.0005(11) C16 0.0376(14) 0.0423(15) 0.0326(14) 0.0039(11) 0.0122(11) -0.0024(11) C17 0.0431(15) 0.0485(16) 0.0256(13) 0.0012(11) 0.0085(11) 0.0007(12) C18 0.089(3) 0.117(4) 0.083(3) -0.007(2) 0.058(2) 0.041(3) C19 0.071(2) 0.099(3) 0.083(3) -0.024(2) 0.027(2) 0.026(2) N1 0.0362(11) 0.0456(13) 0.0295(11) 0.0024(9) 0.0118(9) -0.0044(10) N2 0.0480(14) 0.0581(16) 0.0330(13) 0.0090(11) 0.0010(11) -0.0113(11) N3 0.0499(14) 0.0592(16) 0.0303(12) 0.0084(11) 0.0010(10) -0.0101(12) O1 0.0402(9) 0.0377(10) 0.0325(9) 0.0009(7) 0.0197(8) -0.0030(8) O2 0.0658(12) 0.0331(10) 0.0499(11) -0.0020(8) 0.0394(10) -0.0007(9) O3 0.0307(9) 0.0597(12) 0.0446(11) -0.0115(9) 0.0175(8) -0.0010(8) O4 0.0670(14) 0.0952(18) 0.0593(14) -0.0034(13) 0.0405(12) 0.0290(13) O5 0.103(2) 0.108(2) 0.0582(15) 0.0022(14) 0.0552(15) 0.0328(17) _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 Co1 O2 1.9166(17) 1_565 ? Co1 O3 1.9215(17) 4 ? Co1 O1 1.9393(17) . ? Co1 N1 2.060(2) . ? P1 O2 1.5045(19) . ? P1 O3 1.5244(18) . ? P1 O1 1.5283(17) . ? P1 C1 1.811(2) . ? C1 C2 1.362(3) . ? C1 C10 1.434(3) . ? C2 C3 1.399(4) . ? C2 H2 0.9300 . ? C3 C4 1.366(4) . ? C3 H3 0.9300 . ? C4 C5 1.435(4) . ? C4 C11 1.504(4) . ? C5 C6 1.426(4) . ? C5 C10 1.433(4) . ? C6 C7 1.356(5) . ? C6 H6 0.9300 . ? C7 C8 1.405(5) . ? C7 H7 0.9300 . ? C8 C9 1.364(4) . ? C8 H8 0.9300 . ? C9 C10 1.411(4) . ? C9 H9 0.9300 . ? C11 O5 1.204(4) . ? C11 O4 1.323(4) . ? C12 N1 1.344(3) . ? C12 C13 1.380(4) . ? C12 H12 0.9300 . ? C13 C14 1.381(4) . ? C13 H13 0.9300 . ? C14 C15 1.381(4) . ? C14 H14 0.9300 . ? C15 C16 1.399(3) . ? C15 C17 1.470(4) . ? C16 N1 1.332(3) . ? C16 H16 0.9300 . ? C17 N3 1.339(4) 5 ? C17 N2 1.339(3) . ? C18 O4 1.446(4) . ? C18 C19 1.459(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? N2 N3 1.323(3) . ? N3 C17 1.339(4) 5 ? O2 Co1 1.9166(17) 1_545 ? O3 Co1 1.9216(17) 4_545 ? 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 O3 111.54(9) 1_565 4 ? O2 Co1 O1 104.05(7) 1_565 . ? O3 Co1 O1 132.31(8) 4 . ? O2 Co1 N1 113.21(9) 1_565 . ? O3 Co1 N1 95.02(8) 4 . ? O1 Co1 N1 99.14(8) . . ? O2 P1 O3 112.96(11) . . ? O2 P1 O1 111.54(10) . . ? O3 P1 O1 110.66(11) . . ? O2 P1 C1 106.86(11) . . ? O3 P1 C1 105.95(11) . . ? O1 P1 C1 108.55(11) . . ? C2 C1 C10 119.2(2) . . ? C2 C1 P1 118.65(19) . . ? C10 C1 P1 122.17(18) . . ? C1 C2 C3 121.4(2) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C4 C3 C2 121.8(3) . . ? C4 C3 H3 119.1 . . ? C2 C3 H3 119.1 . . ? C3 C4 C5 119.4(2) . . ? C3 C4 C11 117.8(3) . . ? C5 C4 C11 122.8(2) . . ? C6 C5 C10 118.0(3) . . ? C6 C5 C4 123.4(3) . . ? C10 C5 C4 118.6(2) . . ? C7 C6 C5 120.6(3) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 121.6(3) . . ? C6 C7 H7 119.2 . . ? C8 C7 H7 119.2 . . ? C9 C8 C7 119.2(3) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C10 121.8(3) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? C9 C10 C5 118.7(2) . . ? C9 C10 C1 121.6(2) . . ? C5 C10 C1 119.7(2) . . ? O5 C11 O4 122.4(3) . . ? O5 C11 C4 126.4(3) . . ? O4 C11 C4 111.3(3) . . ? N1 C12 C13 122.4(2) . . ? N1 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? C12 C13 C14 119.0(3) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C15 C14 C13 119.5(2) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C16 117.9(2) . . ? C14 C15 C17 122.5(2) . . ? C16 C15 C17 119.6(2) . . ? N1 C16 C15 122.8(2) . . ? N1 C16 H16 118.6 . . ? C15 C16 H16 118.6 . . ? N3 C17 N2 124.5(2) 5 . ? N3 C17 C15 118.2(2) 5 . ? N2 C17 C15 117.3(2) . . ? O4 C18 C19 108.4(3) . . ? O4 C18 H18A 110.0 . . ? C19 C18 H18A 110.0 . . ? O4 C18 H18B 110.0 . . ? C19 C18 H18B 110.0 . . ? H18A C18 H18B 108.4 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 N1 C12 118.5(2) . . ? C16 N1 Co1 120.31(18) . . ? C12 N1 Co1 121.23(17) . . ? N3 N2 C17 117.4(2) . . ? N2 N3 C17 118.1(2) . 5 ? P1 O1 Co1 118.36(10) . . ? P1 O2 Co1 129.43(11) . 1_545 ? P1 O3 Co1 133.89(12) . 4_545 ? C11 O4 C18 117.8(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 C1 C2 -119.3(2) . . . . ? O3 P1 C1 C2 120.0(2) . . . . ? O1 P1 C1 C2 1.1(2) . . . . ? O2 P1 C1 C10 62.4(2) . . . . ? O3 P1 C1 C10 -58.3(2) . . . . ? O1 P1 C1 C10 -177.18(19) . . . . ? C10 C1 C2 C3 0.6(4) . . . . ? P1 C1 C2 C3 -177.8(2) . . . . ? C1 C2 C3 C4 1.2(5) . . . . ? C2 C3 C4 C5 -1.5(5) . . . . ? C2 C3 C4 C11 178.2(3) . . . . ? C3 C4 C5 C6 180.0(3) . . . . ? C11 C4 C5 C6 0.3(5) . . . . ? C3 C4 C5 C10 0.1(4) . . . . ? C11 C4 C5 C10 -179.6(3) . . . . ? C10 C5 C6 C7 -0.9(6) . . . . ? C4 C5 C6 C7 179.2(4) . . . . ? C5 C6 C7 C8 -0.7(8) . . . . ? C6 C7 C8 C9 1.0(8) . . . . ? C7 C8 C9 C10 0.2(7) . . . . ? C8 C9 C10 C5 -1.8(5) . . . . ? C8 C9 C10 C1 178.6(4) . . . . ? C6 C5 C10 C9 2.1(4) . . . . ? C4 C5 C10 C9 -178.0(3) . . . . ? C6 C5 C10 C1 -178.3(3) . . . . ? C4 C5 C10 C1 1.6(4) . . . . ? C2 C1 C10 C9 177.7(3) . . . . ? P1 C1 C10 C9 -4.1(4) . . . . ? C2 C1 C10 C5 -2.0(4) . . . . ? P1 C1 C10 C5 176.3(2) . . . . ? C3 C4 C11 O5 -174.5(3) . . . . ? C5 C4 C11 O5 5.2(5) . . . . ? C3 C4 C11 O4 5.4(4) . . . . ? C5 C4 C11 O4 -175.0(3) . . . . ? N1 C12 C13 C14 -0.2(5) . . . . ? C12 C13 C14 C15 0.1(5) . . . . ? C13 C14 C15 C16 -0.2(4) . . . . ? C13 C14 C15 C17 179.6(3) . . . . ? C14 C15 C16 N1 0.4(4) . . . . ? C17 C15 C16 N1 -179.4(2) . . . . ? C14 C15 C17 N3 170.2(3) . . . 5 ? C16 C15 C17 N3 -10.0(4) . . . 5 ? C14 C15 C17 N2 -10.3(4) . . . . ? C16 C15 C17 N2 169.4(3) . . . . ? C15 C16 N1 C12 -0.4(4) . . . . ? C15 C16 N1 Co1 179.3(2) . . . . ? C13 C12 N1 C16 0.3(4) . . . . ? C13 C12 N1 Co1 -179.4(2) . . . . ? O2 Co1 N1 C16 -94.6(2) 1_565 . . . ? O3 Co1 N1 C16 149.3(2) 4 . . . ? O1 Co1 N1 C16 15.0(2) . . . . ? O2 Co1 N1 C12 85.0(2) 1_565 . . . ? O3 Co1 N1 C12 -31.0(2) 4 . . . ? O1 Co1 N1 C12 -165.3(2) . . . . ? N3 C17 N2 N3 -0.7(5) 5 . . . ? C15 C17 N2 N3 179.9(2) . . . . ? C17 N2 N3 C17 0.6(5) . . . 5 ? O2 P1 O1 Co1 -151.37(10) . . . . ? O3 P1 O1 Co1 -24.71(14) . . . . ? C1 P1 O1 Co1 91.16(12) . . . . ? O2 Co1 O1 P1 -64.96(13) 1_565 . . . ? O3 Co1 O1 P1 72.74(14) 4 . . . ? N1 Co1 O1 P1 178.18(11) . . . . ? O3 P1 O2 Co1 -77.22(17) . . . 1_545 ? O1 P1 O2 Co1 48.17(18) . . . 1_545 ? C1 P1 O2 Co1 166.66(14) . . . 1_545 ? O2 P1 O3 Co1 46.7(2) . . . 4_545 ? O1 P1 O3 Co1 -79.21(19) . . . 4_545 ? C1 P1 O3 Co1 163.31(16) . . . 4_545 ? O5 C11 O4 C18 2.2(5) . . . . ? C4 C11 O4 C18 -177.6(3) . . . . ? C19 C18 O4 C11 175.3(4) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.364 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 951594'