# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_f1 _database_code_depnum_ccdc_archive 'CCDC 875032' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 N2 O10 P2 Zn2' _chemical_formula_weight 566.98 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' Zn Zn 0.2839 1.4301 '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/c 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 23.334(16) _cell_length_b 9.933(5) _cell_length_c 8.938(5) _cell_angle_alpha 90.00 _cell_angle_beta 112.509(7) _cell_angle_gamma 90.00 _cell_volume 1913.9(19) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2549 _cell_measurement_theta_min 2.4666 _cell_measurement_theta_max 27.5244 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.1500 _exptl_crystal_size_min 0.1500 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.968 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 2.733 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8846 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7319 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0233 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2174 _reflns_number_gt 1974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0405P)^2^+3.2292P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2174 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0782 _refine_ls_wR_factor_gt 0.0758 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 Zn1 Zn 0.167546(13) 0.02981(3) 0.13875(3) 0.02112(11) Uani 1 1 d . . . P1 P 0.22835(3) 0.30818(6) 0.19909(8) 0.02068(16) Uani 1 1 d . . . O1 O 0.23634(8) 0.16283(17) 0.1557(2) 0.0237(4) Uani 1 1 d . . . O2 O 0.28180(9) 0.36412(19) 0.3385(2) 0.0296(4) Uani 1 1 d . . . O3 O 0.21031(10) 0.4012(2) 0.0465(3) 0.0303(5) Uani 1 1 d . . . H1 H 0.2217(18) 0.388(4) -0.007(4) 0.038(13) Uiso 1 1 d . . . O4 O 0.14855(9) 0.00092(18) 0.3442(2) 0.0267(4) Uani 1 1 d . . . O5 O 0.08786(9) 0.06003(19) 0.4700(2) 0.0281(4) Uani 1 1 d . . . N1 N 0.11224(9) 0.21368(19) 0.1399(2) 0.0179(4) Uani 1 1 d . . . C1 C 0.16011(12) 0.3063(2) 0.2491(3) 0.0206(5) Uani 1 1 d . . . H3 H 0.1749(13) 0.274(3) 0.360(4) 0.023(7) Uiso 1 1 d . . . H2 H 0.1444(13) 0.394(3) 0.256(3) 0.020(7) Uiso 1 1 d . . . C2 C 0.07096(12) 0.1674(3) 0.2189(3) 0.0223(5) Uani 1 1 d . . . H5 H 0.0383(14) 0.120(3) 0.145(4) 0.025(7) Uiso 1 1 d . . . H4 H 0.0575(16) 0.232(4) 0.261(4) 0.036(9) Uiso 1 1 d . . . C3 C 0.10437(11) 0.0688(2) 0.3525(3) 0.0213(5) Uani 1 1 d . . . C4 C 0.07538(13) 0.2735(3) -0.0226(3) 0.0227(5) Uani 1 1 d . . . H7 H 0.0486(12) 0.203(3) -0.080(3) 0.012(6) Uiso 1 1 d . . . H6 H 0.1012(13) 0.295(3) -0.059(3) 0.015(7) Uiso 1 1 d . . . C5 C 0.03586(12) 0.3913(3) -0.0167(3) 0.0240(5) Uani 1 1 d . . . C6 C 0.05976(13) 0.5216(3) 0.0103(4) 0.0286(6) Uani 1 1 d . . . H8 H 0.0968(17) 0.540(3) 0.019(4) 0.035(9) Uiso 1 1 d . . . C7 C -0.02446(13) 0.3714(3) -0.0275(3) 0.0279(6) Uani 1 1 d . . . H9 H -0.0408(15) 0.286(3) -0.044(4) 0.030(8) Uiso 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 Zn1 0.01931(17) 0.01478(16) 0.02723(18) -0.00177(10) 0.00662(12) 0.00121(10) P1 0.0217(3) 0.0158(3) 0.0270(3) -0.0014(2) 0.0121(3) -0.0026(2) O1 0.0231(9) 0.0186(8) 0.0337(10) -0.0037(7) 0.0155(8) -0.0023(7) O2 0.0289(10) 0.0238(9) 0.0336(10) -0.0020(8) 0.0090(8) -0.0112(8) O3 0.0380(12) 0.0274(10) 0.0346(11) 0.0070(9) 0.0240(10) 0.0045(9) O4 0.0272(10) 0.0240(9) 0.0270(9) 0.0061(7) 0.0083(8) 0.0090(8) O5 0.0272(10) 0.0295(10) 0.0289(10) 0.0092(8) 0.0123(8) 0.0018(8) N1 0.0167(10) 0.0155(9) 0.0214(10) 0.0022(7) 0.0073(8) 0.0021(7) C1 0.0226(12) 0.0155(11) 0.0258(12) -0.0013(9) 0.0117(10) -0.0007(9) C2 0.0179(12) 0.0218(12) 0.0276(13) 0.0059(10) 0.0092(10) 0.0041(10) C3 0.0194(12) 0.0156(10) 0.0262(12) 0.0022(9) 0.0058(10) -0.0020(9) C4 0.0239(13) 0.0236(12) 0.0223(12) 0.0046(10) 0.0108(11) 0.0043(10) C5 0.0244(12) 0.0228(12) 0.0244(12) 0.0101(10) 0.0089(10) 0.0087(10) C6 0.0205(13) 0.0265(13) 0.0393(16) 0.0121(11) 0.0120(12) 0.0038(10) C7 0.0268(13) 0.0191(12) 0.0357(15) 0.0086(10) 0.0099(12) 0.0047(10) _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 Zn1 O2 1.991(2) 4_545 ? Zn1 O1 2.039(2) . ? Zn1 O4 2.067(2) . ? Zn1 O5 2.093(2) 6 ? Zn1 N1 2.239(2) . ? P1 O2 1.492(2) . ? P1 O1 1.5247(19) . ? P1 O3 1.566(2) . ? P1 C1 1.811(3) . ? O2 Zn1 1.991(2) 4 ? O4 C3 1.258(3) . ? O5 C3 1.252(3) . ? O5 Zn1 2.093(2) 6_556 ? N1 C2 1.469(3) . ? N1 C1 1.487(3) . ? N1 C4 1.499(3) . ? C2 C3 1.510(3) . ? C4 C5 1.503(4) . ? C5 C7 1.388(4) . ? C5 C6 1.393(4) . ? C6 C7 1.389(4) 5_565 ? C7 C6 1.389(4) 5_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 Zn1 O1 96.22(9) 4_545 . ? O2 Zn1 O4 96.62(8) 4_545 . ? O1 Zn1 O4 117.02(8) . . ? O2 Zn1 O5 92.87(9) 4_545 6 ? O1 Zn1 O5 141.85(8) . 6 ? O4 Zn1 O5 98.49(9) . 6 ? O2 Zn1 N1 174.15(7) 4_545 . ? O1 Zn1 N1 84.83(8) . . ? O4 Zn1 N1 77.82(7) . . ? O5 Zn1 N1 89.81(8) 6 . ? O2 P1 O1 114.87(11) . . ? O2 P1 O3 111.57(12) . . ? O1 P1 O3 110.83(12) . . ? O2 P1 C1 109.30(12) . . ? O1 P1 C1 104.94(11) . . ? O3 P1 C1 104.60(13) . . ? P1 O1 Zn1 117.58(11) . . ? P1 O2 Zn1 131.82(12) . 4 ? C3 O4 Zn1 115.92(16) . . ? C3 O5 Zn1 99.24(16) . 6_556 ? C2 N1 C1 110.2(2) . . ? C2 N1 C4 110.6(2) . . ? C1 N1 C4 113.5(2) . . ? C2 N1 Zn1 103.42(14) . . ? C1 N1 Zn1 102.61(15) . . ? C4 N1 Zn1 115.90(15) . . ? N1 C1 P1 110.80(17) . . ? N1 C2 C3 110.4(2) . . ? O5 C3 O4 122.3(2) . . ? O5 C3 C2 118.5(2) . . ? O4 C3 C2 119.2(2) . . ? N1 C4 C5 114.0(2) . . ? C7 C5 C6 118.2(3) . . ? C7 C5 C4 120.4(3) . . ? C6 C5 C4 121.3(3) . . ? C7 C6 C5 121.0(3) 5_565 . ? C5 C7 C6 120.8(3) . 5_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 O3 H1 O1 0.64(4) 2.00(4) 2.635(3) 174(5) 7 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.455 _refine_diff_density_min -0.541 _refine_diff_density_rms 0.082 data_f2 _database_code_depnum_ccdc_archive 'CCDC 875033' #TrackingRef '2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Co2 N2 O10 P2' _chemical_formula_weight 554.10 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 C2/c 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 23.255(5) _cell_length_b 9.9714(17) _cell_length_c 8.8080(18) _cell_angle_alpha 90.00 _cell_angle_beta 112.174(9) _cell_angle_gamma 90.00 _cell_volume 1891.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2313 _cell_measurement_theta_min 2.4971 _cell_measurement_theta_max 27.5477 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.1500 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.946 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 1.983 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8532 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6851 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2160 _reflns_number_gt 1775 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.1068P)^2^+0.7794P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2160 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1833 _refine_ls_wR_factor_gt 0.1421 _refine_ls_goodness_of_fit_ref 1.201 _refine_ls_restrained_S_all 1.201 _refine_ls_shift/su_max 0.019 _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 0.16745(3) 0.03143(6) 0.19821(7) 0.0182(3) Uani 1 1 d . . . P1 P 0.22798(5) 0.30906(12) 0.25520(14) 0.0193(3) Uani 1 1 d . . . O1 O 0.23616(14) 0.1639(3) 0.3157(4) 0.0220(7) Uani 1 1 d . . . O2 O 0.28174(15) 0.3652(3) 0.2216(4) 0.0253(7) Uani 1 1 d . . . O3 O 0.21003(18) 0.4005(4) 0.3740(5) 0.0275(8) Uani 1 1 d . . . H1 H 0.228(2) 0.379(5) 0.455(6) 0.010(13) Uiso 1 1 d . . . O4 O 0.14919(15) 0.0041(3) -0.0480(4) 0.0208(7) Uani 1 1 d . . . O5 O 0.08614(15) 0.0561(4) -0.2991(4) 0.0256(8) Uani 1 1 d . . . N1 N 0.11235(16) 0.2146(3) 0.0856(4) 0.0149(7) Uani 1 1 d . . . C1 C 0.1595(2) 0.3049(5) 0.0675(6) 0.0213(10) Uani 1 1 d . . . H2 H 0.141(2) 0.387(5) 0.037(6) 0.013(12) Uiso 1 1 d . . . H3 H 0.175(2) 0.257(5) -0.018(6) 0.019(12) Uiso 1 1 d . . . C2 C 0.0699(2) 0.1660(5) -0.0784(6) 0.0207(9) Uani 1 1 d . . . H5 H 0.0563(19) 0.248(4) -0.152(5) 0.000(9) Uiso 1 1 d . . . H4 H 0.036(2) 0.117(5) -0.055(6) 0.015(12) Uiso 1 1 d . . . C3 C 0.1033(2) 0.0700(5) -0.1468(6) 0.0201(9) Uani 1 1 d . . . C4 C 0.0759(2) 0.2733(5) 0.1771(6) 0.0215(10) Uani 1 1 d . . . H6 H 0.100(4) 0.278(9) 0.285(10) 0.07(3) Uiso 1 1 d . . . H7 H 0.049(3) 0.213(6) 0.183(6) 0.021(13) Uiso 1 1 d . . . C5 C 0.0360(2) 0.3917(5) 0.0888(6) 0.0219(10) Uani 1 1 d . . . C6 C 0.0602(2) 0.5212(4) 0.1085(7) 0.0230(10) Uani 1 1 d . . . H8 H 0.103(3) 0.529(5) 0.178(7) 0.025(15) Uiso 1 1 d . . . C7 C -0.0250(2) 0.3708(4) -0.0208(6) 0.0228(10) Uani 1 1 d . . . H9 H -0.043(3) 0.266(6) -0.033(6) 0.033(15) Uiso 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 0.0155(4) 0.0158(4) 0.0203(4) 0.0016(2) 0.0033(3) 0.0006(2) P1 0.0186(6) 0.0175(6) 0.0178(6) -0.0016(4) 0.0023(5) -0.0030(4) O1 0.0205(16) 0.0215(16) 0.0186(17) 0.0020(13) 0.0014(13) -0.0031(12) O2 0.0258(17) 0.0187(16) 0.0300(19) -0.0058(14) 0.0088(15) -0.0094(13) O3 0.0339(19) 0.0249(19) 0.0182(19) -0.0013(15) 0.0035(16) 0.0031(15) O4 0.0212(16) 0.0147(14) 0.0257(18) 0.0021(13) 0.0081(14) 0.0051(12) O5 0.0208(16) 0.0365(18) 0.0174(17) -0.0089(14) 0.0046(13) 0.0040(14) N1 0.0140(16) 0.0135(17) 0.0161(18) 0.0008(14) 0.0046(14) 0.0007(13) C1 0.019(2) 0.020(2) 0.019(2) 0.0023(18) 0.0003(18) -0.0016(18) C2 0.015(2) 0.027(2) 0.015(2) -0.0021(19) 0.0008(17) 0.0030(17) C3 0.0131(19) 0.026(2) 0.020(2) -0.0045(19) 0.0052(17) -0.0019(17) C4 0.019(2) 0.025(2) 0.020(2) -0.0019(19) 0.0066(19) 0.0062(18) C5 0.024(2) 0.023(2) 0.022(2) -0.0076(18) 0.0122(19) 0.0084(18) C6 0.021(2) 0.015(2) 0.028(3) -0.0069(18) 0.004(2) 0.0027(17) C7 0.024(2) 0.0118(19) 0.032(3) -0.0041(18) 0.010(2) 0.0052(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 2.003(3) 4_545 ? Co1 O1 2.030(3) . ? Co1 O4 2.064(3) . ? Co1 O5 2.091(3) 6_556 ? Co1 N1 2.236(3) . ? P1 O2 1.498(3) . ? P1 O1 1.529(3) . ? P1 O3 1.559(4) . ? P1 C1 1.812(4) . ? O2 Co1 2.003(3) 4 ? O4 C3 1.275(6) . ? O5 C3 1.254(6) . ? O5 Co1 2.091(3) 6 ? N1 C1 1.474(6) . ? N1 C2 1.490(6) . ? N1 C4 1.492(6) . ? C2 C3 1.496(6) . ? C4 C5 1.522(7) . ? C5 C6 1.393(7) . ? C5 C7 1.398(7) . ? C6 C7 1.396(7) 5_565 ? C7 C6 1.396(7) 5_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 O1 96.46(13) 4_545 . ? O2 Co1 O4 96.95(13) 4_545 . ? O1 Co1 O4 115.58(13) . . ? O2 Co1 O5 93.81(14) 4_545 6_556 ? O1 Co1 O5 143.79(14) . 6_556 ? O4 Co1 O5 97.39(14) . 6_556 ? O2 Co1 N1 174.31(13) 4_545 . ? O1 Co1 N1 84.47(12) . . ? O4 Co1 N1 77.63(13) . . ? O5 Co1 N1 88.66(13) 6_556 . ? O2 P1 O1 114.8(2) . . ? O2 P1 O3 111.6(2) . . ? O1 P1 O3 110.4(2) . . ? O2 P1 C1 109.9(2) . . ? O1 P1 C1 104.3(2) . . ? O3 P1 C1 105.1(2) . . ? P1 O1 Co1 117.88(18) . . ? P1 O2 Co1 131.7(2) . 4 ? C3 O4 Co1 115.9(3) . . ? C3 O5 Co1 97.7(3) . 6 ? C1 N1 C2 110.0(3) . . ? C1 N1 C4 114.6(4) . . ? C2 N1 C4 110.4(3) . . ? C1 N1 Co1 102.8(3) . . ? C2 N1 Co1 102.9(3) . . ? C4 N1 Co1 115.3(3) . . ? N1 C1 P1 110.4(3) . . ? N1 C2 C3 110.1(4) . . ? O5 C3 O4 121.3(4) . . ? O5 C3 C2 119.8(4) . . ? O4 C3 C2 118.9(4) . . ? N1 C4 C5 112.9(4) . . ? C6 C5 C7 118.7(4) . . ? C6 C5 C4 121.1(4) . . ? C7 C5 C4 120.1(4) . . ? C5 C6 C7 121.5(4) . 5_565 ? C6 C7 C5 119.8(4) 5_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 O3 H1 O1 0.71(5) 1.92(5) 2.620(5) 169(6) 7_556 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.703 _refine_diff_density_min -0.719 _refine_diff_density_rms 0.180